SCS-C003747

brevione O

Pathway: Terpenoids Superclass: Meroterpenoids | Diterpenoids Class: Breviane diterpenoids | Spriromeroterpenoids

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

Sanya Bay

DOI: 10.3390/md16040110 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

456.6 Da

Threshold ≤ 500

ALogP

3.65

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C27H36O6

Molecular Weight:

456.5790 Da

SMILES:

CC1=C[C@H](O)[C@@H]2[C@@]3(C)[C@H](O)CC(=O)C(C)(C)[C@@H]3CC[C@@]2(C)[C@]12Cc1c(c(C)c(C)oc1=O)O2

InChIKey:

                        UJJKLIHXFLEXAX-VOHPHSCYSA-N
                        
                    

InChI:

InChI=1S/C27H36O6/c1-13-10-17(28)22-25(6,9-8-18-24(4,5)19(29)11-20(30)26(18,22)7)27(13)12-16-21(33-27)14(2)15(3)32-23(16)31/h10,17-18,20,22,28,30H,8-9,11-12H2,1-7H3/t17-,18-,20+,22-,25+,26+,27-/m0/s1

Calculated Properties

ALogP:

3.650 lipophilicity

TPSA:

96.97 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (1 aromatic)

Chiral Centers:

Fsp³:

0.7037 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003747

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Meroterpenoids Diterpenoids

NPClassifier Class:

Breviane diterpenoids Spriromeroterpenoids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD30682

Biological Activity Data

No bioactivity data available for this compound.

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