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Hematoxyline

HCID 320930
NotesReactions
Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
517-28-2
Standard SMILES
Oc1cc2c(cc1O)[C@H]1c3ccc(O)c(O)c3OC[C@@]1(O)C2
InChIKey
WZUVPPKBWHMQCE-CJNGLKHVSA-N
Molecular formula
C16H14O6
Average molar mass
302.28 g/mol
Monoisotopic mass
302.07903816

Overview

(-)-haematoxylin is a haematoxylin. It is an enantiomer of a (+)-haematoxylin.

Names & identifiers

Preferred name
Hematoxyline
IUPAC
(6aR,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,4,6a,9,10-pentol
English name
Hematoxylin
Molecular formula
C16H14O6
Molecular weight
302.28

Names & synonyms

Hematoxyline(6aR,11bS)-7,11b-dihydro-6H-indeno[2,1-c]chromene-3,4,6a,9,10-pentol(6aR,11bS)-7,11b-dihydro-6H-indeno(2,1-c)chromene-3,4,6a,9,10-pentolRefChem:1086392(-)-haematoxylinMLS001360486SMR001223933(6aR,11bS)-7,11b-dihydroindeno[2,1-c]chromene-3,4,6a,9,10(6H)-pentol(4bS,9aR)indano[2,1-c]chroman-1,2,6,7,9a-pentaolNCI-C55889Haematoxylin (C.I. 75290)SCHEMBL1747
Show more names
HomaeoxylinhydroxybrazilinHematoxylin powderHEMATOXYLIN CERTIFIEDHEMATOXYLIN INDICATORC.I.75290Nsc 270085Color fine
DTXCID40678cid_320930CHEMBL1448387SCHEMBL30089789BDBM81197CHEBI:51684Tox21_201186NSC270085

Database identifiers

CAS
517-28-2

Properties

Computed structural properties

XLogP
1.2
Topological polar surface area
110 Ų
Hydrogen bond donors
5
Hydrogen bond acceptors
6
Rotatable bonds
0
Heavy atoms
22
Formal charge
0
Complexity
444

Experimental & physicochemical properties

Endocrine DisruptorsPotential endocrine disrupting compound

Physicochemical properties

Melting point
200 °C · 200 °C (dec.)(lit.)
Boiling point
363.32 °C · 363.32°C (rough estimate)
Density
1.2514 · 1.2514 (rough estimate)
bulk density
500 kg/m3 · 500kg/m3
vapor pressure
0 · 0-0Pa at 20-25℃
refractive index
1.46 · 1.4600 (estimate)
storage temp.
Keep in dark place,Inert atmosphere,Room temperature
solubility
95 % · Soluble in 95% ethanol(1 mg/mL).
form
Powder/Solid
Colour Index
75290 · 75290
pka
6.7 · 6.7(at 25℃)
color
Yellow to Brown

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Safety data

PPE
dust mask type N95 (US), Eyeshields, Gloves
wgk
2
tsca
TSCA listed
rtecs
MH7875000
hs_code
32030019
risk_code
22-36/37/38
Signal word
Warning
Symbol(GHS)
GHS07
hazard_code
Xn,Xi
safety_code
26-36
Storage Class
11 - Combustible Solids
Hazard statements
H319
REACH Registrations
Active
Hazard Classifications
Eye Irrit. 2
Precautionary statements
P264-P280-P305+P351+P338-P337+P313
Hazardous Substances Data
517-28-2(Hazardous Substances Data)

Chemistry & industry

Applications · 4 items

UsesColorant in inks, biological stains.

UsesHematoxylin and eosin together make up Hematoxylin and eosin stain, one of the most commonly used stains in histology. Metal-haematein complexes are used to stain cell nuclei prior to examination under a microscope. Structures that stain with iron- or aluminum-haematein are often called basophilic, even though the mechanism of the staining is different from that of staining with basic dyes.

General DescriptionWhite to yellowish crystals that redden on exposure to light.

DescriptionHematoxylin is a blue nuclear counterstain for use in immunohistochemical assays. It yields crisp staining detail with superior contrast when used in conjunction with SignalStain® DAB Substrate Kit

Upstream & downstream products

Upstream raw materials

EthanolAcetoneDiethyl etherEthyl acetateMethanolPetroleum ether

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

Related reactions

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New reaction record

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
PubChem CID
320930
ChEMBL
CHEMBL1448387
ChEBI
CHEBI:51684
Nikkaji
J231.702H
PH Range
Red (0.0) to yellow (1.0);Pale yellow (5.0) to violet (6.0)
optical activity
77.5 ° · 77.5°(C=0.01g/mL, MEOH, 20°C, 589nm)
Water Solubility
SOLUBLE IN HOT WATER
Sensitive
Light Sensitive
λmax
292 nm, · 292nm, 445nm, 560nm
Merck
14 · 14,4637
BRN
91399 · 91399
Stability
Stable, but may discolour on exposure to light. Incompatible with strong oxidizing agents.
Major Application
Plasma displays, textiles, hair dyes, identifying fresh and stale rice, diag-nosing cancer progression, detecting nosing cancer progression, cervical disease, central nervous system malfunctions, detecting genes, breast cancer, collagen in a tissue sample, apoptosis, demyelinating diseases, antigens, treatment of age-related macular degeneration, burns, prostate cancer, diabetesand obesity, viral diseases, neoplasms, peripheral neural and vascular ailments, skin disorders, biotechnological applications, reference standard materials for cytology, histology andimmunohistochemistry
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+/m0/s1
InChIKey
WZUVPPKBWHMQCE-UHFFFAOYSA-N
SMILES
Oc1cc2C[C@@]3(O)COc4c(O)c(O)ccc4[C@H]3c2cc1O
LogP
0.3 at · 0.3 at 30℃ and pH6.9
CAS DataBase Reference
517 · 517-28-2
EWG's Food Scores
1 · 1
FDA UNII
8 PY2Z55 · YKM8PY2Z55
EPA Substance Registry System
Hematoxylin (517-28-2)
UNSPSC Code
41116130 · 41116130
NACRES
47 · NA.47
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
319 · H319
Precautionary statements
264 · P264-P280-P305+P351+P338-P337+P313
PPE
95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes
Xn,Xi
Risk Statements
22 · 22-36/37/38
Safety Statements
26 · 26-36
WGK Germany
2 · 2
RTECS
7875000 · MH7875000
TSCA
TSCA listed
HS Code
32030019 · 32030019
Storage Class
11 · 11 - Combustible Solids
Hazard Classifications
2 · Eye Irrit. 2
Hazardous Substances Data
517 · 517-28-2(Hazardous Substances Data)
REACH Registrations
Active
湖南韵邦生物科技股份有限公司0731-88532326 13319508186 · [email protected]
上海如吉生物科技发展有限公司+86-21-65211385-8001 36031160 · [email protected]
科瑞迪化学400-821-5857 021-64326257 · [email protected]
上海将来实业股份有限公司400-0066400 13621662912 · [email protected]
上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]
大连美仑生物技术有限公司0411-62910999 13889544652 · [email protected]
阿法埃莎(中国)化学有限公司400-6106006 · [email protected]
太原市瑞和丰科贸有限公司+86 351 7031519 · [email protected]
安耐吉化学&3A(安徽泽升科技股份有限公司)400-0056266 · [email protected]
北京绿百草科技发展有限公司010-61136123 · [email protected]
上海诗丹德标准技术服务有限公司021-021-57127007-6622-6622 17621252073 · [email protected]
成都普思生物科技股份有限公司028-85370565-229 18080489829 · [email protected]
上海景颜化工科技有限公司13817811078 · [email protected]
上海泰坦科技股份有限公司4006009262 13023226327 · [email protected]
MedChemexpress LLC021-58955995 · [email protected]
伊势久(江苏连云港)生物科技有限责任公司18082049515 · [email protected]
南京美博生物科技有限公司025-58619198 · [email protected]
云南西力生物技术股份有限公司0871-65217109 · [email protected]
山东西亚化学有限公司13355009207 13355009207 · [email protected]
四川库利南科技有限公司400-1166-196 18981987031 · [email protected]
湖南汇百侍生物科技有限公司0731-85526065 13308475853 · [email protected]
斯百全化学(上海)有限公司021-021-021-67601398-809-809-809 15221380277 · [email protected]
上海源叶生物科技有限公司18916372613 · [email protected]
艾科试剂4008-755-333 18080918076 · [email protected]
上海思域化工科技有限公司86-21-34053660 · [email protected]
赛默飞世尔科技(中国)有限公司800-810-5118 · [email protected]
北京伊诺凯科技有限公司400-810-7969 010-59572699 · [email protected]
AdooQ BioScience, LLC+1 (866) 930-6790 · [email protected]
上海遐瑞医药科技有限公司+86 21 61551611
TCI AMERICA800-4238616 · [email protected]
TOKYO CHEMICAL INDUSTRY CO., LTD.03-36680489 · [email protected]
TCI Europe320-37350700 · [email protected]
南京杜莱生物技术有限公司025-84699383-8003;025-846993838003-8003 18013301590 · [email protected]
上海陶素生化科技有限公司021-33632979 · [email protected]
上海倍卓生物科技有限公司021-61119791,13386096464 · [email protected]
北京环宇世纪化学科技有限公司hysj_bj.com
上海将来实业股份有限公司400-0066400 13621662912 · [email protected]
上海毕得医药科技股份有限公司400-164-7117 18317119277 · [email protected]
四川省维克奇生物科技有限公司028-81700200 18116577057 · [email protected]
成都零六生物科技有限公司400-1166-196 13458535857 · [email protected]
雷丁试剂0510-85629785 18013409632 · [email protected]
上海卓因生物科技有限公司021-61317773 · [email protected]
湖南华腾制药有限公司400-8592883 15367835770 · [email protected]
上海御略医药科技有限公司021-60345187 13671753212 · [email protected]
上海麦克林生化科技股份有限公司15221275939 15221275939 · [email protected]
杭州杰恒化工有限公司0571-87396432 · [email protected]

Additional notes

DefinitionChEBI: (+)-haematoxylin is a haematoxylin. It is an enantiomer of a (-)-haematoxylin.