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Hypocrellin B

CAT: 0804-HY-N1453-02Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N1453-02Size:10 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
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[1][2][3].
CAS Number
123940-54-5
UNSPSC
12352005
Hazard Statement
H302, H315, H319
Target
Apoptosis; Fungal; Parasite
Type
Natural Products
Related Pathways
Anti-infection; Apoptosis
Applications
Cancer-programmed cell death
Field of Research
Cancer; Infection
Assay Protocol
https://www.medchemexpress.com/hypocrellin-b.html
Purity
99.61
Solubility
DMSO : < 1 mg/mL (ultrasonic)
Smiles
CC(C1)=C(C(C)=O)C(C2=C(C3=C(O)C=C4OC)C4=C5C(OC)=CC(O)=C6C5=C2C1=C(OC)C6=O)=C(OC)C3=O
Molecular Formula
C30H24O9
Molecular Weight
528.51
Precautions
H302, H315, H319
References & Citations
[1]Miller GG, et al. Preclinical assessment of hypocrellin B and hypocrellin B derivatives as sensitizers for photodynamic therapy of cancer: progress update. Photochem Photobiol. 1997 Apr;65 (4) :714-22.|[2]Wang X, et al. Hypocrellin B-mediated sonodynamic action induces apoptosis of hepatocellular carcinoma cells. Ultrasonics. 2012 Apr;52 (4) :543-6.|[3]Ma G, et al. Antimicrobial and antileishmanial activities of hypocrellins A and B. Antimicrob Agents Chemother. 2004 Nov;48 (11) :4450-2.|[4]Chang JE, et al. Hypocrellin B and paclitaxel-encapsulated hyaluronic acid-ceramide nanoparticles for targeted photodynamic therapy in lung cancer. J Photochem Photobiol B. 2016 May;158:113-21.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, protect from light)
Scientific Category
Natural Products
Clinical Information
No Development Reported
Isoform
Leishmania

Chemical Information

Hypocrellin B

Hypocrellin B is a naphthalenone.

CAS Number123940-54-5
PubChem CID1023768
IUPAC Name12-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
Molecular FormulaC30H24O9
Molecular Weight528.5
XLogP4.3
Topological Polar Surface Area129
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count9
Rotatable Bond Count5
Heavy Atom Count39
Formal Charge0
Complexity1200
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
InChI
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
InChIKey
SBMXTMAIKRQSQE-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Hypocrellin B
CAS: 123940-54-5
CID: 1023768
Formula: C30H24O9
MW: 528.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight528.5
XLogP34.3
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count9
Rotatable Bond Count5
Exact Mass528.14203234
Monoisotopic Mass528.14203234
Topological Polar Surface Area129 Ų
Heavy Atom Count39
Formal Charge0
Complexity1200
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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