U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C16H14O6
Molecular Weight 302.2788
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of HEMATOXYLIN

SMILES

OC1=CC=C2[C@H]3C4=CC(O)=C(O)C=C4C[C@@]3(O)COC2=C1O

InChI

InChIKey=WZUVPPKBWHMQCE-XJKSGUPXSA-N
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

HIDE SMILES / InChI

Molecular Formula C16H14O6
Molecular Weight 302.2788
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Hematoxylin staining is a well-established technique in histopathology and cytology for the diagnosis of malignant and non-malignant lesions. This compound forms strongly colored complexes with Fe(III) and Al(III) salts. Hematoxylin can be used as a primary stain and as a counterstain where it will differentiate acidophilic materials from basophilic materials and stain non-cellular substances such as fibrin, crystals, and pigments in various shades depending on the nature of the mordant used and the second stain.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Diagnostic
Unknown

Approved Use

Unknown
Diagnostic
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Analysis of CHK2 in vulval neoplasia.
2002-03-04
An analysis of p53, BAX and vascular endothelial growth factor expression in node-positive rectal cancer. Relationships with tumour recurrence and event-free survival of patients treated with adjuvant chemoradiation.
2002-03-04
Feline leprosy: two different clinical syndromes.
2002-03
Expression of uncoupling proteins-1, -2 and -3 mRNA is induced by an adenocarcinoma-derived lipid-mobilizing factor.
2002-02-12
A high vascular count and overexpression of vascular endothelial growth factor are associated with unfavourable prognosis in operated small cell lung carcinoma.
2002-02-12
Accelerated hyperfractionation (AHF) compared to conventional fractionation (CF) in the postoperative radiotherapy of locally advanced head and neck cancer: influence of proliferation.
2002-02-12
Overexpression of the p53-inducible brain-specific angiogenesis inhibitor 1 suppresses efficiently tumour angiogenesis.
2002-02-01
Prerequisites for effective adenovirus mediated gene therapy of colorectal liver metastases in the rat using an intracellular neutralizing antibody fragment to p21-Ras.
2002-02-01
Occult axillary lymph node metastases are of no prognostic significance in breast cancer.
2002-02-01
Abnormal FHIT expression profiles in cervical intraepithelial neoplastic (CIN) lesions.
2002-02-01
Hypoxia-associated spontaneous pulmonary metastasis in human melanoma xenografts: involvement of microvascular hot spots induced in hypoxic foci by interleukin 8.
2002-01-21
Identification of molecular markers for the early detection of human squamous cell carcinoma of the uterine cervix.
2002-01-21
E7 proteins from oncogenic human papillomavirus types transactivate p73: role in cervical intraepithelial neoplasia.
2002-01-21
Prognostic significance of dihydropyrimidine dehydrogenase expression in breast cancer.
2002-01-21
Subglottic stenosis after endolaryngeal intubation in infants and children: result of wound healing processes.
2002-01-11
17beta-Oestradiol treatment modulates nitric oxide synthase activity in MDA231 tumour with implications on growth and radiation response.
2002-01-07
Inverse correlation between E-cadherin and Snail expression in hepatocellular carcinoma cell lines in vitro and in vivo.
2002-01-07
Sentinel lymph node biopsy and breast cancer.
2002-01
Conclusions from a study of venous invasion in stage IV colorectal adenocarcinoma.
2002-01
Histopathological study of feline eosinophilic dermatoses.
2001-12
[Glycogen-rich clear-cell breast carcinoma with neuroendocrine differentiation features].
2001-12
In situ DNA fragmentation occurs in white matter up to 12 months after head injury in man.
2001-12
Vascularized peripheral nerve trunk autografted in the spinal cord: a new experimental model in adult rats.
2001-11
A pathological study of tumour regression in oesophageal adenocarcinoma treated with preoperative chemoradiotherapy.
2001-11
The effect of Senecio latifolius a plant used as a South African traditional medicine, on a human hepatoma cell line.
2001-11
Evaluation of functional response of cerebral arteries by a new morphometric technique.
2001-10-08
Localization of keratan sulphate and chondroitin-6-sulphate on the anteriorly displaced human temporomandibular joint disc--histological and immunohistochemical analysis.
2001-10
Assessment of right ventricular lipomatosis by histomorphometry in control adult autopsy cases.
2001-10
The effect of a reconstituted basement membrane (matrigel) on a human salivary gland myoepithelioma cell line.
2001-10
Morphometric analysis of the intestine of domestic quails (Coturnix coturnix japonica) treated with different levels of dietary calcium.
2001-10
A study of four cases of extra-orbital giant cell angiofibroma with documentation of some unusual features.
2001-10
Extent of ductal carcinoma in situ within and surrounding invasive primary breast carcinoma.
2001-10
Helicobacter heilmannii gastritis: a histological and immunohistochemical trait.
2001-10
Bone marrow trephine biopsy.
2001-10
Arterial changes in paediatric haemodialysis patients undergoing renal transplantation.
2001-10
Cilia-Associated Respiratory (CAR) bacillus infection in veal calves and adult cattle.
2001-09
Histological findings of surgically excised choroidal neovascular membranes after photodynamic therapy.
2001-09
Loss of kidney IGF-1 receptors in experimental long-term diabetic rats.
2001-08
The development of necrosis and apoptosis in glioma: experimental findings using spheroid culture systems.
2001-08
Telomerase activity and patient survival after surgery for gastric and oesophageal cancer.
2001-08
Zonal dermal separation: a distinctive histopathological lesion associated with hyperelastosis cutis in a Quarter Horse.
2001-08
Myointimal hyperplasia and sympathetic reinnervation following local cold injury and rapid rewarming in the rabbit central ear artery.
2001-07
The effect of tibial lengthening using the Ilizarov method on the cartilage and the menisci of the knee joint.
2001-07
Tau-associated neuropathology in ganglion cell tumours increases with patient age but appears unrelated to ApoE genotype.
2001-06
Unpredicted spontaneous extrusion of a renal calculus in an adult male with spina bifida and paraplegia: report of a misdiagnosis. Measures to be taken to reduce urological errors in spinal cord injury patients.
2001
Tumour necrosis factor-alpha production in fibrosing alveolitis is macrophage subset specific.
2001
A prospective randomised study of laser reshaping of cartilage in vivo.
2001
Electrolytic ablation of the rat pancreas: a feasibility trial.
2001
Non-detection of Chlamydia species in carotid atheroma using generic primers by nested PCR in a population with a high prevalence of Chlamydia pneumoniae antibody.
2001
Potential role and chronology of abnormal expression of the Deleted in Colon Cancer (DCC) and the p53 proteins in the development of gastric cancer.
2001
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:01:52 GMT 2025
Edited
by admin
on Mon Mar 31 18:01:52 GMT 2025
Record UNII
YKM8PY2Z55
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NSC-270085
Preferred Name English
HEMATOXYLIN
HSDB   MI  
Common Name English
HEMATOXYLIN [HSDB]
Common Name English
C.I. NATURAL BLACK 1
Common Name English
C.I. 75290
Common Name English
SOLID LOGWOOD EXTRACT
Common Name English
HEMATOXYLIN [MI]
Common Name English
LOGWOOD EXTRACT
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C461
Created by admin on Mon Mar 31 18:01:52 GMT 2025 , Edited by admin on Mon Mar 31 18:01:52 GMT 2025
Code System Code Type Description
FDA UNII
YKM8PY2Z55
Created by admin on Mon Mar 31 18:01:52 GMT 2025 , Edited by admin on Mon Mar 31 18:01:52 GMT 2025
PRIMARY
CAS
8005-33-2
Created by admin on Mon Mar 31 18:01:52 GMT 2025 , Edited by admin on Mon Mar 31 18:01:52 GMT 2025
ALTERNATIVE
EVMPD
SUB178443
Created by admin on Mon Mar 31 18:01:52 GMT 2025 , Edited by admin on Mon Mar 31 18:01:52 GMT 2025
PRIMARY
CHEBI
51686
Created by admin on Mon Mar 31 18:01:52 GMT 2025 , Edited by admin on Mon Mar 31 18:01:52 GMT 2025
PRIMARY
MERCK INDEX
m5942
Created by admin on Mon Mar 31 18:01:52 GMT 2025 , Edited by admin on Mon Mar 31 18:01:52 GMT 2025
PRIMARY Merck Index
WIKIPEDIA
Haematoxylin
Created by admin on Mon Mar 31 18:01:52 GMT 2025 , Edited by admin on Mon Mar 31 18:01:52 GMT 2025
PRIMARY
SMS_ID
100000164077
Created by admin on Mon Mar 31 18:01:52 GMT 2025 , Edited by admin on Mon Mar 31 18:01:52 GMT 2025
PRIMARY
EPA CompTox
DTXSID8020678
Created by admin on Mon Mar 31 18:01:52 GMT 2025 , Edited by admin on Mon Mar 31 18:01:52 GMT 2025
PRIMARY
ECHA (EC/EINECS)
208-237-3
Created by admin on Mon Mar 31 18:01:52 GMT 2025 , Edited by admin on Mon Mar 31 18:01:52 GMT 2025
PRIMARY
PUBCHEM
442514
Created by admin on Mon Mar 31 18:01:52 GMT 2025 , Edited by admin on Mon Mar 31 18:01:52 GMT 2025
PRIMARY
CHEBI
90116
Created by admin on Mon Mar 31 18:01:52 GMT 2025 , Edited by admin on Mon Mar 31 18:01:52 GMT 2025
PRIMARY
CAS
517-28-2
Created by admin on Mon Mar 31 18:01:52 GMT 2025 , Edited by admin on Mon Mar 31 18:01:52 GMT 2025
PRIMARY
HSDB
4174
Created by admin on Mon Mar 31 18:01:52 GMT 2025 , Edited by admin on Mon Mar 31 18:01:52 GMT 2025
PRIMARY
NCI_THESAURUS
C75425
Created by admin on Mon Mar 31 18:01:52 GMT 2025 , Edited by admin on Mon Mar 31 18:01:52 GMT 2025
PRIMARY
ECHA (EC/EINECS)
232-337-6
Created by admin on Mon Mar 31 18:01:52 GMT 2025 , Edited by admin on Mon Mar 31 18:01:52 GMT 2025
ALTERNATIVE
NSC
270085
Created by admin on Mon Mar 31 18:01:52 GMT 2025 , Edited by admin on Mon Mar 31 18:01:52 GMT 2025
PRIMARY