Beta-Sesquiphellandrene
-
Identifiers
CAS number
20307-83-9Molecular formula
C15H24SMILES
C[C@@H](CCC=C(C)C)[C@H]1CCC(=C)C=C1
Safety labels
Flammable
HealthRetention indicies (RI)
- DB5: 1524.57
- Carbowax: 1763.43
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Odor profile
Woody 65.66% Herbal 58.04% Citrus 54.84% Fruity 49.65% Spicy 49.57% Sweet 48.82% Fresh 46.86% Terpenic 40.8% Balsamic 38.11% Tropical 37.17% Scent© AI
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Properties
XLogP3-AA
5.4Molecular weight
204.35 g/molVapor pressure est.
- hPa @ 20°C
- hPa @ 25°C
Evaporation rate
SlowBoiling point est.
262°CFlash point est.
105.17 ˚C -
Synonyms
- beta-Sesquiphellandrene
- (-)-beta-Sesquiphellandrene
- 20307-83-9
- (-)-(6R,7S)-sesquiphellandrene
- .beta.-Sesquiphellandrene
- (3R)-3-[(2S)-6-methylhept-5-en-2-yl]-6-methylidenecyclohexene
- (-)-.beta.-Sesquiphellandrene
- CHEBI:64361
- Cyclohexene, 3-[(1S)-1,5-dimethyl-4-hexen-1-yl]-6-methylene-, (3R)-
- SESQUIPHELLANDRENE, (-)-.BETA.-
- (R)-3-methylene-6-[(S)-6-methylhept-5-en-2-yl]-cyclohex-1-ene
- (-)-b-Sesquiphellandrene
- T636HYS7CY
- (R)-3-Methylene-6-((S)-6-methylhept-5-en-2-yl)cyclohex-1-ene
- b-Sesquiphellandrene
- 2-HEPTENE, 2-METHYL-6-(4-METHYLENE-2-CYCLOHEXEN-1-YL)-, (1'R,6S)-(-)-
- CYCLOHEXENE, 3-((1S)-1,5-DIMETHYL-4-HEXEN-1-YL)-6-METHYLENE-, (3R)-
- beta-sesquiphellanderene
- (?)-?-Sesquiphellandrene
- (3S)-3-((2R)-6-methylhept-5-en-2-yl)-6-methylidenecyclohexene
- (3S)-3-[(2R)-6-methylhept-5-en-2-yl]-6-methylidenecyclohexene
- (R)-3-Methylene-6-((S)-6-methylhept-5-en-2-yl)-cyclohex-1-ene
- 3-((1S)-1,5-Dimethyl-4-hexenyl)-6-methylene-1-cyclohexene, (3R)-
- 3-(1,5-Dimethyl-4-hexenyl)-6-methylenecyclohexene, 9CI
- PHWISBHSBNDZDX-LSDHHAIUSA-N
- 1ST175477
- Q27133237
- (6S)-2-Methyl-6-[(1R)-4-methylenecyclohex-2-enyl]hept-2-ene
- (3R)-3-[(2S)-6-methylhept-5-en-2-yl]-6-methylidenecyclohex-1-ene
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Applications
Beta-Sesquiphellandrene (CAS 20307-83-9) is a natural sesquiterpene present in ginger essential oil and other aromatic plants, applied across flavor–fragrance formulation, analytical quality control, and bio-based research and agriculture; in flavors and perfumery it delivers warm, spicy, resinous–woody ginger notes used to fine-tune aroma profiles in beverages, confectionery, personal care, candles, and air care, and to replicate or enrich natural spice accords; in labs and QC it serves as a compositional marker and GC–MS reference for identification, quantitation, traceability, adulteration screening, freshness assessment, and batch standardization of essential oils (notably ginger), and as a model for studying terpene biosynthesis, terpene synthase activity, and chemotaxonomy; biologically, studies have investigated insect-repellent/antifeedant and antimicrobial effects of this component within essential oils, indicating potential for bio-preservation, postharvest treatments, eco-friendly repellents, or as a metabolic/biotechnological target to enhance aroma and crop resilience, while safety, efficacy, and regulatory compliance must be established before commercialization; in product development, its volatility and oxygen/light sensitivity often call for microencapsulation, carrier systems, or matrix design to improve stability and scent longevity.
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Solubility @25˚C
Solvent Solubility (g/L) ethanol 1497.03 methanol 537.08 isopropanol 1462.99 water 0.02 ethyl acetate 3460.05 n-propanol 1401.22 acetone 1478.68 n-butanol 1896.99 acetonitrile 729.44 DMF 445.08 toluene 2569.74 isobutanol 1005.65 1,4-dioxane 4445.97 methyl acetate 1350.98 THF 5897.16 2-butanone 1942.44 n-pentanol 1107.52 sec-butanol 1519.7 n-hexane 1622.24 ethylene glycol 25.79 NMP 344.26 cyclohexane 2082.54 DMSO 521.13 n-butyl acetate 4396.72 n-octanol 587.15 chloroform 2807.59 n-propyl acetate 1412.26 acetic acid 278.26 dichloromethane 2428.63 cyclohexanone 1874.01 propylene glycol 112.69 isopropyl acetate 2497.65 DMAc 608.53 2-ethoxyethanol 866.05 isopentanol 1673.41 n-heptane 1564.03 ethyl formate 605.09 1,2-dichloroethane 1880.78 n-hexanol 2584.39 2-methoxyethanol 1144.14 isobutyl acetate 959.79 tetrachloromethane 566.2 n-pentyl acetate 1104.32 transcutol 5589.47 n-heptanol 644.88 ethylbenzene 935.88 MIBK 1562.53 2-propoxyethanol 2285.65 tert-butanol 2092.85 MTBE 5735.37 2-butoxyethanol 792.38 propionic acid 319.96 o-xylene 875.82 formic acid 29.52 diethyl ether 7975.67 m-xylene 1388.44 p-xylene 842.04 chlorobenzene 1011.72 dimethyl carbonate 222.76 n-octane 329.35 formamide 61.51 cyclopentanone 1309.08 2-pentanone 2478.97 anisole 1274.28 cyclopentyl methyl ether 2976.55 gamma-butyrolactone 874.77 1-methoxy-2-propanol 1244.66 pyridine 2197.42 3-pentanone 1584.71 furfural 611.49 n-dodecane 142.23 diethylene glycol 470.73 diisopropyl ether 2694.45 tert-amyl alcohol 1739.99 acetylacetone 1482.06 n-hexadecane 169.03 acetophenone 620.33 methyl propionate 1254.03 isopentyl acetate 3438.76 trichloroethylene 2118.39 n-nonanol 567.25 cyclohexanol 1404.42 benzyl alcohol 451.85 2-ethylhexanol 1948.05 isooctanol 556.65 dipropyl ether 6005.87 1,2-dichlorobenzene 684.3 ethyl lactate 230.4 propylene carbonate 614.38 n-methylformamide 185.65 2-pentanol 1706.31 n-pentane 1465.95 1-propoxy-2-propanol 2328.64 1-methoxy-2-propyl acetate 2622.36 2-(2-methoxypropoxy) propanol 834.67 mesitylene 801.25 ε-caprolactone 1471.47 p-cymene 731.15 epichlorohydrin 2001.12 1,1,1-trichloroethane 1829.83 2-aminoethanol 142.68 morpholine-4-carbaldehyde 803.0 sulfolane 611.12 2,2,4-trimethylpentane 424.22 2-methyltetrahydrofuran 4861.27 n-hexyl acetate 1519.72 isooctane 478.16 2-(2-butoxyethoxy)ethanol 1360.92 sec-butyl acetate 1338.27 tert-butyl acetate 2461.1 decalin 530.98 glycerin 100.57 diglyme 2501.07 acrylic acid 128.76 isopropyl myristate 638.78 n-butyric acid 1241.88 acetyl acetate 1056.78 di(2-ethylhexyl) phthalate 335.21 ethyl propionate 1199.29 nitromethane 392.16 1,2-diethoxyethane 6176.3 benzonitrile 630.23 trioctyl phosphate 236.94 1-bromopropane 3029.1 gamma-valerolactone 1401.09 n-decanol 414.93 triethyl phosphate 485.48 4-methyl-2-pentanol 967.97 propionitrile 966.45 vinylene carbonate 401.98 1,1,2-trichlorotrifluoroethane 510.82 DMS 565.39 cumene 525.48 2-octanol 460.21 2-hexanone 1534.32 octyl acetate 676.67 limonene 1452.55 1,2-dimethoxyethane 2557.4 ethyl orthosilicate 624.7 tributyl phosphate 345.34 diacetone alcohol 1250.88 N,N-dimethylaniline 636.25 acrylonitrile 506.08 aniline 1127.33 1,3-propanediol 466.66 bromobenzene 1320.26 dibromomethane 2174.16 1,1,2,2-tetrachloroethane 1786.98 2-methyl-cyclohexyl acetate 1124.37 tetrabutyl urea 405.37 diisobutyl methanol 1094.24 2-phenylethanol 912.41 styrene 1087.48 dioctyl adipate 637.53 dimethyl sulfate 170.19 ethyl butyrate 2646.4 methyl lactate 201.11 butyl lactate 419.4 diethyl carbonate 1090.54 propanediol butyl ether 441.11 triethyl orthoformate 1554.13 p-tert-butyltoluene 787.68 methyl 4-tert-butylbenzoate 554.2 morpholine 4566.46 tert-butylamine 2059.71 n-dodecanol 327.49 dimethoxymethane 1514.05 ethylene carbonate 494.28 cyrene 308.36 2-ethoxyethyl acetate 1542.59 2-ethylhexyl acetate 2805.0 1,2,4-trichlorobenzene 699.91 4-methylpyridine 2167.1 dibutyl ether 2815.51 2,6-dimethyl-4-heptanol 1094.24 DEF 1454.73 dimethyl isosorbide 1333.28 tetrachloroethylene 1046.06 eugenol 397.95 triacetin 717.1 span 80 678.75 1,4-butanediol 107.95 1,1-dichloroethane 2072.27 2-methyl-1-pentanol 1079.23 methyl formate 124.7 2-methyl-1-butanol 1370.2 n-decane 300.1 butyronitrile 1692.92 3,7-dimethyl-1-octanol 883.06 1-chlorooctane 796.09 1-chlorotetradecane 289.66 n-nonane 346.54 undecane 194.49 tert-butylcyclohexane 503.19 cyclooctane 810.98 cyclopentanol 768.58 tetrahydropyran 7128.81 tert-amyl methyl ether 3252.69 2,5,8-trioxanonane 1463.77 1-hexene 2983.25 2-isopropoxyethanol 781.84 2,2,2-trifluoroethanol 43.43 methyl butyrate 1342.69 Scent© AI
| Maximum acceptable concentrations in the finished product (%) | |||
|---|---|---|---|
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Category 1
Products applied to the lips
|
No restriction |
Category 7A
Rinse-off products applied to the hair with some hand contact
|
No restriction |
|
Category 2
Products applied to the axillae
|
No restriction |
Category 7B
Leave-on products applied to the hair with some hand contact
|
No restriction |
|
Category 3
Products applied to the face/body using fingertips
|
No restriction |
Category 8
Products with significant anogenital exposure
|
No restriction |
|
Category 4
Products related to fine fragrance
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No restriction |
Category 9
Products with body and hand exposure, primarily rinse off
|
No restriction |
|
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
|
No restriction |
Category 10A
Household care products with mostly hand contact
|
No restriction |
|
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
|
No restriction |
Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
|
No restriction |
|
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
|
No restriction |
Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
|
No restriction |
|
Category 5D
Baby Creams, baby Oils and baby talc
|
No restriction |
Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
|
No restriction |
|
Category 6
Products with oral and lip exposure
|
No restriction |
Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
|
No restriction |
| Name | CAS | Botanical | Proportion |
|---|---|---|---|
| Basil (Nigeria) 2 | 8015-73-4 | Ocimum basilicum L., fam. Lamiaceae (Labiatae) | 1.4% |
| Bergamot (Italy) 1 | 8007-75-8 | Citrus bergamia Risso et Poiteau, fam. Rutaceae | 0.01% |
| Calamus (Italy) root | 8015-79-0 | Acorus calamus L., fam. Araceae | 0.19% |
| Carrot seed (France) 1 | 8015-88-1 | Daucus carota L., fam. Apiaceae (Umbelliferae) | 0.22% |
| Ginger (Australia) 1 | 8007-08-7 | Zingiber officinale Roscoe, fam. Zingiberaceae | 3.1% |
| Ginger (India) 3 | 8007-08-7 | Zingiber officinale Roscoe, fam. Zingiberaceae | 11.58% |
| Ginger (India) 1 | 8007-08-7 | Zingiber officinale Roscoe, fam. Zingiberaceae | 9.0% |
| Ginger (Nigeria) 2 | 8007-08-7 | Zingiber officinale Roscoe, fam. Zingiberaceae | 6.45% |
| Ginger (Nigeria) 1 | 8007-08-7 | Zingiber officinale Roscoe, fam. Zingiberaceae | 10.61% |
| Ginger (Sri Lanka) 1 | 8007-08-7 | Zingiber officinale Roscoe, fam. Zingiberaceae | 0.3% |
| Ginger (Sri Lanka) 2 | 8007-08-7 | Zingiber officinale Roscoe, fam. Zingiberaceae | 0.3% |
| Ginger (Sri Lanka) 3 | 8007-08-7 | Zingiber officinale Roscoe, fam. Zingiberaceae | 0.2% |
| Ginger (Sri Lanka) 4 | 8007-08-7 | Zingiber officinale Roscoe, fam. Zingiberaceae | 0.2% |
| Ginger (Vietnam) | 8007-08-7 | Zingiber officinale Roscoe, fam. Zingiberaceae | 4.3% |
| Lime (Mexican, West Indian, Key) 1 | 8008-26-2 | Citrus aurantifolia (Christm.) Swingle, fam. Rutaceae | 1.55% |
| Lime (Mexican, West Indian, Key) 2 | 8008-26-2 | Citrus aurantifolia (Christm.) Swingle, fam. Rutaceae | 1.89% |
| Lime (Mexican, West Indian, Key) 3 | 8008-26-2 | Citrus aurantifolia (Christm.) Swingle, fam. Rutaceae | 1.11% |
| Lime (Persian) 1 | 90063-52-8 | Citrus latifolia Tanaka, fam. Rutaceae | 0.45% |
| Lime (Persian) 2 | 90063-52-8 | Citrus latifolia Tanaka, fam. Rutaceae | 0.18% |
| Nepeta sibirica | Nepeta sibirica L., fam. Lamiaceae (Labiatae) | 0.05% | |
| Nepeta faassenii | Nepeta faassenii Bergm. ex Stearn, fam. Lamiaceae (Labiatae) | 0.05% | |
| Pimpinella peregrina root | Pimpinella peregrina L., fam. Apiaceae (Umbelliferae) | 19.83% | |
| Pimpinella saxifraga root | Pimpinella saxifraga L., fam. Apiaceae (Umbelliferae) | 2.61% | |
| Turmeric 1 | 8024-37-1 | Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae | 2.0% |
| Cajuput (Vietnam) 2 | 8008-98-8 | Melaleuca cajuputi Powell, var. cajuputi, fam. Myrtaceae | 0.01% |
| Ginger (Japan) 2 | 8007-08-7 | Zingiber officinale Roscoe, fam. Zingiberaceae | 0.4% |
| Ginger (China) 3 | 8007-08-7 | Zingiber officinale Roscoe, fam. Zingiberaceae | 10.62% |
| Ginger (China) 4 | 8007-08-7 | Zingiber officinale Roscoe, fam. Zingiberaceae | 10.14% |
| Carrot seed (China) | 8015-88-1 | Daucus carota L., fam. Apiaceae (Umbelliferae) | 0.21% |
| Amyris 2 | 8015-65-4 | Amyris balsamifera L., fam. Rutaceae | 4.7% |
| Ginger (India) 4 | 8007-08-7 | Zingiber officinale Roscoe, fam. Zingiberaceae | 11.55% |
| Ginger (Japan) 1 | 8007-08-7 | Zingiber officinale Roscoe, fam. Zingiberaceae | 2.95% |
| Ageratum conyzoides (Ghana) | 85480-32-6 | Ageratum conyzoides L., fam. Asteraceae (Compositae) | 0.68% |
| Galangal root (Malaysia) | 8023-91-4 | Alpinia galanga (L.) Willd., fam. Zingiberaceae | 1.6% |
| Erigeron canadensis | Erigeron canadensis L. (Conyza canadensis (L.) Cronquist), fam. Asteraceae | 0.2% | |
| Curcuma xanthorrhiza (Indonesia) | Curcuma xanthorrhiza Roxb., fam. Zingiberaceae | 0.7% | |
| Turmeric (Indonesia) | 8024-37-1 | Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae | 2.4% |
| Turmeric 2 | 8024-37-1 | Curcuma longa L. (C. domestica Val.), fam. Zingiberaceae | 9.5% |
| Curcuma aromatica (Indonesia) | Curcuma aromatica Salisb., fam. Zingiberaceae | 0.8% | |
| Orange, bitter (Italy) | 72968-50-4 | Citrus aurantium L., ssp. amara Engl., fam. Rutaceae | 0.01% |
| Parsley leaf (Germany), 1a (curly leaf) | 8000-68-8 | Petroselinum crispum (Miller) A.W. Hill (P. sativum Hoffm.), fam. Apiaceae | 0.1% |
| Laurel leaf (China) | 8006-78-8 | Laurus nobilis L., fam. Lauraceae | 0.3% |
| Alpinia chinensis flower (Vietnam) | Alpinia chinensis Rosc., fam. Zingiberaceae | 2.5% | |
| Ginger (Taiwan) | 8007-08-7 | Zingiber officinale Roscoe, fam. Zingiberaceae | 0.5% |
| Ginger (Nigeria) 3 | 8007-08-7 | Zingiber officinale Roscoe, fam. Zingiberaceae | 14.0% |
| Ginger (Ethiopia) | 8007-08-7 | Zingiber officinale Roscoe, fam. Zingiberaceae | 12.32% |
| Ginger (Australia) 2 | 8007-08-7 | Zingiber officinale Roscoe, fam. Zingiberaceae | 3.1% |
| Ginger (India) 5 | 8007-08-7 | Zingiber officinale Roscoe, fam. Zingiberaceae | 11.6% |
| Ginger (Sri Lanka) 5 | 8007-08-7 | Zingiber officinale Roscoe, fam. Zingiberaceae | 0.2% |
| Ginger (China) 6 | 8007-08-7 | Zingiber officinale Roscoe, fam. Zingiberaceae | 7.2% |