SCS-C002755

ophiobolin Y

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

400.6 Da

Threshold ≤ 500

ALogP

5.66

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C26H40O3

Molecular Weight:

400.6030 Da

SMILES:

CO[C@H]1C[C@H]2[C@@H]([C@@H](C)/C=C\C=C(C)C)CC[C@]2(C)C[C@H]2[C@H]3C1=CO[C@H]3C[C@@]2(C)O

InChIKey:

                        VQNZJDUMTPVGDO-HUMFLCGESA-N
                        
                    

InChI:

InChI=1S/C26H40O3/c1-16(2)8-7-9-17(3)18-10-11-25(4)13-21-24-19(22(28-6)12-20(18)25)15-29-23(24)14-26(21,5)27/h7-9,15,17-18,20-24,27H,10-14H2,1-6H3/b9-7-/t17-,18+,20-,21-,22-,23-,24+,25+,26+/m0/s1

Calculated Properties

ALogP:

5.656 lipophilicity

TPSA:

38.69 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (0 aromatic)

Chiral Centers:

Fsp³:

0.7692 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002755

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: CMNPD30835

Biological Activity Data

No bioactivity data available for this compound.

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