Hematoxylin

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  • Identifiers

    CAS number
    517-28-2

    Molecular formula
    C16H14O6

    SMILES
    C1C2=CC(=C(C=C2[C@H]3[C@@]1(COC4=C3C=CC(=C4O)O)O)O)O

    Safety labels

    Irritant
    Irritant

  • Properties

    XLogP3-AA
    1.2

    Molecular weight
    302.28 g/mol

    Melting point expt.

    • 212 to 248 °F (NTP, 1992)

    Solubility expt.

    • Slightly soluble in cold; soluble in hot (NTP, 1992)

  • Synonyms

    • HEMATOXYLIN
    • 517-28-2
    • Haematoxylin
    • Hydroxybrazilin
    • Hydroxybrasilin
    • Natural Black 1
    • (+)-Hematoxylin
    • Hydroxylrasilin
    • YKM8PY2Z55
    • (6aS,11bR)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,4,6a,9,10-pentol
    • DTXSID8020678
    • Benz(b)indeno(1,2-d)pyran-3,4,6a,9,10(6H)-pentol, 7,11b-dihydro-, cis-(+)-
    • CHEBI:5601
    • hematoxiline
    • C.I. 75290
    • NSC-270085
    • Hemotoxylin
    • cis-(+)-7,11b-dihydrobenz[b]indeno[1,2-d]pyran-3,4,6a,9,10(6H)-pentol
    • CHEBI:51686
    • (6aS,11bR)-7,11b-dihydro-6H-indeno(2,1-c)chromene-3,4,6a,9,10-pentol
    • cis-(+)-7,11b-dihydrobenz(b)indeno(1,2-d)pyran-3,4,6a,9,10(6H)-pentol
    • RefChem:783504
    • DTXCID101777594
    • 208-237-3
    • 7,11b-dihydro-6H-indeno(2,1-c)chromene-3,4,6a,9,10-pentol
    • BENZ(B)INDENO(1,2-D)PYRAN-3,4,6A,9,10(6H)-PENTOL, 7,11B-DIHYDRO-
    • Hematoxylin hydrate
    • (+)-haematoxylin
    • MFCD00078111
    • (6aS,11bR)-6,6a,7,11b-tetrahydroindeno[2,1-c]chromene-3,4,6a,9,10-pentaol
    • CHEMBL477197
    • Benz[b]indeno[1,2-d]pyran-3,4,6a,9,10(6H)-pentol, 7,11b-dihydro-,(6aS,11bR)-
    • 1412-19-7
    • NCI-C55889
    • (6aS,11bR)-7,11b-dihydrobenz[b]indeno[1,2-d]pyran-3,4,6a,9,10(6H)-pentol
    • NSC 270085
    • hematoxilina
    • Hematoxylin (Technical Grade)
    • (6aS,11bR)-7,11b-dihydroindeno[2,1-c]chromene-3,4,6a,9,10(6H)-pentol
    • CCRIS 5916
    • HSDB 4174
    • cid_10603
    • EINECS 208-237-3
    • UNII-YKM8PY2Z55
    • Ematossilina
    • rel-(6aS,11bR)-6,6a,7,11b-Tetrahydroindeno[2,1-c]chromene-3,4,6a,9,10-pentaol
    • 1621-46-1
    • CI 75290
    • HEMATOXYLIN [MI]
    • C.I. Natural Black 1
    • HEMATOXYLIN [HSDB]
    • SCHEMBL19654
    • Hematoxylin (Hydroxybrazilin)
    • Natural Black 1;Haematoxylin
    • orb1307751
    • SCHEMBL29357236
    • SCHEMBL29363003
    • GTPL13599
    • HMS3656K13
    • BB_NC-01029
    • HY-N0116
    • BDBM50263183
    • LMPK12100063
    • s2384
    • AKOS016843524
    • Benz(b)indeno(1,2-d)pyran-3,4,6a,9,10(6H)-pentol, 7,11b-dihydro- (VAN)
    • CCG-267488
    • CS-5341
    • EBC-457094
    • FH43968
    • FS-4071
    • MSK165850-100M
    • NCGC00160144-01
    • 8005-33-2
    • AC-34747
    • DA-74084
    • SY062333
    • SY075991
    • Hematoxylin monohydrate, SAJ special grade
    • Hematoxylin Solution in Methanol, 100ug/mL
    • SW219095-1
    • C09931
    • F235177
    • Q1146112
    • BRD-K78342372-001-02-4
    • BRD-K78342372-001-03-2
    • Hematoxylin, certified by the Biological Stain Commission
    • 7,11b-Dihydrobenz[ss]indeno[1,2-d]pyran-3,4,6a,9,10(6H)-pentol
    • (6aS,11bR)-7,11b-Dihydrobenzo[b]indeno[1,2-d]pyran-3,4,6a,9,10(6H)-pentol
    • (6aS,11bR)-7,11b-dihydroindeno[2,1-c]chromene-3,4,6a,9,10(6H)-pentaol
    • (1R,10S)-8-oxatetracyclo[8.7.0.0^{2,7}.0^{12,17}]heptadeca-2(7),3,5,12(17),13,15-hexaene-5,6,10,14,15-pentol
    • 8005-33-2

  • Applications

    Hematoxylin (CAS 517-28-2) is a dye-based stain used primarily in biomedical histology and cytology: it serves as a nuclear stain in pathology and research, commonly as part of H&E staining protocols for microscopic interpretation; it is also employed as a general stain and educational reagent for staining tissue sections and cells in teaching and experiments; historically a natural dye derived from logwood, it has been used as a colorant for textiles and leather; in some formulation contexts, hematoxylin may be explored as a colorant component in specialty coatings or inks where a violet hue is desired, subject to local regulations and formulation constraints.

    gpt-5-nano

1 3

IFRA standard 51

Recommendation
No restriction
Maximum acceptable concentrations in the finished product (%)
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
 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