SCS-C003273

griseusin C

Pathway: Polyketides Superclass: Naphthalenes Class: Naphthoquinones

Chemical Structure

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Source Information

Penicillium sp. (soft coral-derived fungus)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Penicillium Species NA

Hainan Island

DOI: 10.1007/bf02969275 · Archives of Pharmacal Research

Drug-likeness (Lipinski Ro5)

Molecular Weight

400.3 Da

Threshold ≤ 500

ALogP

0.22

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C20H16O9

Molecular Weight:

400.3390 Da

SMILES:

C[C@H]1CC(=O)[C@H](O)[C@]2(O1)O[C@@H]1CC(=O)O[C@@H]1C1=C2C(=O)c2c(O)cccc2C1=O

InChIKey:

                        SKZDTPBXHXHCTG-ZIPJNWLOSA-N
                        
                    

InChI:

InChI=1S/C20H16O9/c1-7-5-10(22)19(26)20(28-7)15-14(18-11(29-20)6-12(23)27-18)16(24)8-3-2-4-9(21)13(8)17(15)25/h2-4,7,11,18-19,21,26H,5-6H2,1H3/t7-,11+,18-,19-,20+/m0/s1

Calculated Properties

ALogP:

0.217 lipophilicity

TPSA:

136.43 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (1 aromatic)

Chiral Centers:

Fsp³:

0.4000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003273

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Naphthalenes

NPClassifier Class:

Naphthoquinones

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD15753

Biological Activity Data

No bioactivity data available for this compound.

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