SCS-C002754

ophiobolin X

Pathway: Terpenoids Superclass: Sesterterpenoids Class: Ophiobolane sesterterpenoids

Chemical Structure

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Download: SDF SMILES

Source Information

Aspergillus ustus (NA)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Aspergillus Species Aspergillus ustus

Wenchang

DOI: 10.1021/acs.jnatprod.7b00335 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

384.6 Da

Threshold ≤ 500

ALogP

5.21

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C25H36O3

Molecular Weight:

384.5600 Da

SMILES:

CC(C)=C/C=C\[C@H](C)[C@H]1CC[C@]2(C)C[C@H]3[C@H]4/C(=C\C[C@@H]12)C(=O)O[C@H]4C[C@@]3(C)O

InChIKey:

                        LVRJVYJRRUKQAT-DLHNAEDDSA-N
                        
                    

InChI:

InChI=1S/C25H36O3/c1-15(2)7-6-8-16(3)17-11-12-24(4)13-20-22-18(9-10-19(17)24)23(26)28-21(22)14-25(20,5)27/h6-9,16-17,19-22,27H,10-14H2,1-5H3/b8-6-,18-9+/t16-,17+,19-,20-,21-,22+,24+,25+/m0/s1

Calculated Properties

ALogP:

5.210 lipophilicity

TPSA:

46.53 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (0 aromatic)

Chiral Centers:

Fsp³:

0.7200 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002754

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Sesterterpenoids

NPClassifier Class:

Ophiobolane sesterterpenoids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD30834

Biological Activity Data

No bioactivity data available for this compound.

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