CHEBI:66516 - soulattrolide

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name soulattrolide
ChEBI ID CHEBI:66516
Definition A member of the class of coumarins that is 11,12-dihydro-2H,6H,10H-dipyrano[2,3-f:2',3'-h]chromen-2-one substituted by a phenyl group at position 4, methyl groups at positions 6, 6, 10 and 11 and a hydroxy group at position 12 (the 10S,11R,12S stereoisomer). Isolated from Calophyllum brasiliense and Calophyllum soulattri, it exhibits anti-HIV activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C25H24O5
Net Charge 0
Average Mass 404.45510
Monoisotopic Mass 404.16237
InChI InChI=1S/C25H24O5/c1-13-14(2)28-22-16-10-11-25(3,4)30-23(16)19-17(15-8-6-5-7-9-15)12-18(26)29-24(19)20(22)21(13)27/h5-14,21,27H,1-4H3/t13-,14-,21-/m0/s1
InChIKey BXENDTPSKAICGV-RXSFTSLZSA-N
SMILES C[C@@H]1Oc2c3C=CC(C)(C)Oc3c3c(cc(=O)oc3c2[C@@H](O)[C@H]1C)-c1ccccc1
Metabolite of Species Details
Calophyllum brasiliense (IPNI:427115-1) Found in leaf (BTO:0000713). See: PubMed
Calophyllum soulattri (NCBI:txid257776) Found in bark (BTO:0001301). See: DOI
Calophyllum teysmannii (NCBI:txid667334) Found in latex (BTO:0000710). See: PubMed
Roles Classification
Biological Role(s): HIV-1 reverse transcriptase inhibitor
An entity which inhibits the activity of HIV-1 reverse transcriptase.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing soulattrolide (CHEBI:66516) has role HIV-1 reverse transcriptase inhibitor (CHEBI:53756)
soulattrolide (CHEBI:66516) has role metabolite (CHEBI:25212)
soulattrolide (CHEBI:66516) is a coumarins (CHEBI:23403)
soulattrolide (CHEBI:66516) is a secondary alcohol (CHEBI:35681)
IUPAC Name
(10S,11R,12S)-12-hydroxy-6,6,10,11-tetramethyl-4-phenyl-11,12-dihydro-2H,6H,10H-dipyrano[2,3-f:2',3'-h]chromen-2-one
Synonym Source
(10α,11β,12β)-(−)-11,12-dihydro-12-hydroxy-6,6,10,11-tetramethyl-4-phenyl-2H,6H,10H-benzo(1,2-b:3,4-b':5,6-b'')tripyran-2-one ChemIDplus
Manual Xref Database
WO9932492 Patent
View more database links
Registry Numbers Types Sources
1443041 Reaxys Registry Number Reaxys
65025-62-9 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
15340243 PubMed citation Europe PMC
7506311 PubMed citation Europe PMC
8864237 PubMed citation Europe PMC
Last Modified
08 July 2013