Hematoxylin (CED0000406)

Record Information

Version

1.0

Creation Date

2016-05-22 03:27:21 UTC

Update Date

2026-05-14 20:00:01 UTC

Accession Number

CHEM016319

Identification

Common Name

Hematoxylin

Class

Small Molecule

Description

Hematoxylin is an organic compound with the chemical formula C16H14O6 and an average molecular weight of 302.28 g/mol. Hematoxylin belongs to the 1-benzopyrans, a subclass of benzopyrans within the organic compounds. It is further categorized as an organoheterocyclic compound. This substance has been found in or released from one recorded source: Electrical & Electronic Equipment (Antennas).

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Hemotoxylin	MeSH
Haematoxylon	MeSH
Hematoxiline	MeSH
Hydroxybrazilin	MeSH
Hematoxylin	MeSH
Hydroxybrasilin	MeSH

Chemical Formula

C₁₆H₁₄O₆

Average Molecular Mass

302.282 g/mol

Monoisotopic Mass

302.079 g/mol

CAS Registry Number

517-28-2

IUPAC Name

(1S,10R)-8-oxatetracyclo[8.7.0.0²,⁷.0¹²,¹⁷]heptadeca-2(7),3,5,12,14,16-hexaene-5,6,10,14,15-pentol

Traditional Name

(1S,10R)-8-oxatetracyclo[8.7.0.0²,⁷.0¹²,¹⁷]heptadeca-2(7),3,5,12,14,16-hexaene-5,6,10,14,15-pentol

SMILES

[H][C@@]12C3=CC(O)=C(O)C=C3C[C@]1(O)COC1=C2C=CC(O)=C1O

InChI Identifier

InChI=1S/C16H14O6/c17-10-2-1-8-13-9-4-12(19)11(18)3-7(9)5-16(13,21)6-22-15(8)14(10)20/h1-4,13,17-21H,5-6H2/t13-,16+/m1/s1

InChI Key

WZUVPPKBWHMQCE-CJNGLKHVSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 1-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

1-benzopyrans

Alternative Parents

Substituents

1-benzopyran
Indane
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Tertiary alcohol
Oxacycle
Polyol
Ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

haematoxylin (CHEBI:51684 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.62 g/L	ALOGPS
logP	0.94	ALOGPS
logP	1.47	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	9.17	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	110.38 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	77.48 m³·mol⁻¹	ChemAxon
Polarizability	29.68 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0119000000-89b047fc1da55e8a432d	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0uki-0974000000-910aaefb94817fb90a3b	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03mr-4960000000-1b1d9bab0074a32edace	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0009000000-d69d9c1a409011365413	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0349000000-90b809ed261dc17a5953	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-024i-1940000000-cbf9d9f5c787d2b33ac9	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
882.0	Log mg/kg	[500:1600]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
506	Antennas	Electrical & Electronic Equipment	Not Available

Pathways

0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Proto-oncogene tyrosine-protein kinase Src	P12931	Humans	Predicted (SEA)	244.68
Click to view 3D structure	Vascular endothelial growth factor receptor 2	P35968	Humans	Predicted (SEA)	311.63
Click to view 3D structure	Hepatocyte growth factor receptor	P08581	Humans	Predicted (SEA)	176.095
Click to view 3D structure	Fibroblast growth factor receptor 1	P11362	Humans	Predicted (SEA)	222.493
Click to view 3D structure	Replicase polyprotein 1ab	P0DTD1	SARS-CoV-2	Predicted (SEA)	41.3379
Click to view 3D structure	Mast/stem cell growth factor receptor Kit	P10721	Humans	Predicted (SEA)	236.895
Click to view 3D structure	Replicase polyprotein 1ab	K9N7C7	Middle East respiratory syndrome-related coronavirus (isolate United Kingdom/H123990006/2012)	Predicted (SEA)	0.389246
Click to view 3D structure	Large T antigen	P03070	Simian virus 40	Predicted (SEA)	4.12601
Click to view 3D structure	Induced myeloid leukemia cell differentiation protein Mcl-1	Q07820	Humans	Predicted (SEA)	44.3741
Click to view 3D structure	Glucose-6-phosphate dehydrogenase-6-phosphogluconolactonase	Q9BHT9	Plasmodium berghei	Predicted (SEA)	4.7488
Click to view 3D structure	Epidermal growth factor receptor	P00533	Humans	Predicted (SEA)	385.587
Click to view 3D structure	Vascular endothelial growth factor receptor 1	P17948	Humans	Predicted (SEA)	289.366
Click to view 3D structure	Receptor tyrosine-protein kinase erbB-2	P04626	Humans	Predicted (SEA)	332.883
Click to view 3D structure	Ephrin type-B receptor 2	P29323	Humans	Predicted (SEA)	191.042
Click to view 3D structure	Fibrinogen beta chain	P02675	Humans	Predicted (SEA)	0.0778492
Click to view 3D structure	D(2) dopamine receptor	P14416	Humans	Predicted (SEA)	1521.33
Click to view 3D structure	D(4) dopamine receptor	P21917	Humans	Predicted (SEA)	1018.97
Click to view 3D structure	D(1A) dopamine receptor	P21728	Humans	Predicted (SEA)	709.829
Click to view 3D structure	D(2) dopamine receptor	P61169	Rat	Predicted (SEA)	910.758
Click to view 3D structure	D(1A) dopamine receptor	P50130	Sus scrofa	Predicted (SEA)	260.094
Click to view 3D structure	D(1A) dopamine receptor	P18901	Rattus norvegicus	Predicted (SEA)	576.785
Click to view 3D structure	D(1B) dopamine receptor	P21918	Humans	Predicted (SEA)	777.013
Click to view 3D structure	D(1) dopamine receptor	P35406	Carassius auratus	Predicted (SEA)	4.67095
Click to view 3D structure	Adenylate cyclase type 5	Q04400	Rattus norvegicus	Predicted (SEA)	11.5995
Click to view 3D structure	Alpha-2A adrenergic receptor	P08913	Humans	Predicted (SEA)	1836.54