Hypocrellin B - ≥98% , CAS No.123940-54-5

CAS: 123940-54-5 Cat. No.: H274807 Molecular Weight: 528.51

GRADE & PURITY ≥98%

Synonyms

3-Acetyl-6,11-dihydroxy-4,8,9,13-tetramethoxy-2-methyl-1H-cyclohepta(ghi)perylene-5,12-dione

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Hypocrellin B, a pigment isolated from the fungi Hypocrella bambusae and Shiraia bambusicola, is an apoptosis inducer. Hypocrellin B can be used as a photosensitizer for photodynamic therapy of cancer. Hypocrellin B also has antimicrobial and antileishmanial activities.

Specifications

Synonyms

3-Acetyl-6, 11-dihydroxy-4, 8, 9, 13-tetramethoxy-2-methyl-1H-cyclohepta(ghi)perylene-5, 12-dione

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Apoptosis inducer. Photosensitizing and anticancer agent. Active in vivo and in vitro .

Source

Synthetic

Storage

Protected from light, Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%

Names and Identifiers

• Canonical Smiles: CC1=C(C2=C3C4=C(C1)C(=C(C5=C4C(=C6C3=C(C(=O)C=C6OC)C(=C2OC)O)C(=CC5=O)OC)O)OC)C(=O)C
• IUPAC Name: 12-acetyl-9,17-dihydroxy-5,10,16,21-tetramethoxy-13-methylhexacyclo[13.8.0.02,11.03,8.04,22.018,23]tricosa-1(15),2(11),3(8),4(22),5,9,12,16,18(23),20-decaene-7,19-dione
• InChIKey: SBMXTMAIKRQSQE-UHFFFAOYSA-N
• INCHI: 1S/C30H24O9/c1-10-7-12-18-23-19(27(34)29(12)38-5)13(32)8-15(36-3)21(23)22-16(37-4)9-14(33)20-25(22)24(18)26(17(10)11(2)31)30(39-6)28(20)35/h8-9,34-35H,7H2,1-6H3
• Isomeric SMILES: CC1=C(C2=C3C4=C(C1)C(=C(C5=C4C(=C6C3=C(C(=O)C=C6OC)C(=C2OC)O)C(=CC5=O)OC)O)OC)C(=O)C
• Molecular Weight: 528.51
• Reaxy-Rn: 7786091
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=7786091&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Perylenequinones

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Perylenequinones
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Perylenequinones
• Alternative Parents: Phenanthrols Anthracenes Naphthols and derivatives Anisoles Alkyl aryl ethers Vinylogous esters Vinylogous acids Ketones Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homopolycyclic compounds
• Substituents: Perylenequinone - Phenanthrol - Anthracene - Phenanthrene - 1-naphthol - 2-naphthol - Anisole - Alkyl aryl ether - Vinylogous ester - Vinylogous acid - Ketone - Ether - Organic oxygen compound - Organooxygen compound - Carbonyl group - Hydrocarbon derivative - Organic oxide - Aromatic homopolycyclic compound
• Description: This compound belongs to the class of organic compounds known as perylenequinones. These are heterocyclic compounds characterized by two 8-hydroxy-1,4-dihydronaphthalen-1-one moieties joined together one or two CC-bonds.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Soluble in DMSO
• Sensitivity: Light sensitive
• Molecular Weight: 528.500 g/mol
• XLogP3: 4.300
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 5
• Exact Mass: 528.142 Da
• Monoisotopic Mass: 528.142 Da
• Topological Polar Surface Area: 129.000 Ų
• Heavy Atom Count: 39
• Formal Charge: 0
• Complexity: 1200.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Xiaona Xie, Xueding Cai, Feng Zhou, Yaozhe Li, Qianzi Liu, Luqiong Cai, Wenjing Zhu, Jinqiu Wei, Chenying Jin, Zitian Liu, Chunhui Jiang, Haiyang Zhao, Lehe Yang, Chengguang Zhao, Xiaoying Huang.  (2022)  GPR37 promotes cancer growth by binding to CDK6 and represents a new theranostic target in lung adenocarcinoma.  PHARMACOLOGICAL RESEARCH,      [PMID:35934193] [10.1016/j.phrs.2022.106389]