loading...| Preferred Name |
(-)-calanolide B |
| Synonyms |
(10S,11R,12S)-11,12-dihydro-12-hydroxy-6,6,10,11-tetramethyl-4-propyl-2H,6H,10H-benzo(1,2-b:3,4-b':5,6-b'')tripyran-2-one costatolide (10S,11R,12S)-12-hydroxy-6,6,10,11-tetramethyl-4-propyl-11,12-dihydro-2H,6H,10H-dipyrano[2,3-f:2',3'-h]chromen-2-one (+)-(10S,11R,12S)-10,11-trans-dihydro-12-hydroxy-6,6,10,11-tetramethyl-4-propyl-2H,6H-benzo[1,2-b:3,4-b':5,6-b'']tripyran-2-one |
| Definitions |
An organic heterotetracyclic compound that is 11,12-dihydro-2H,6H,10H-dipyrano[2,3-f:2',3'-h]chromen-2-one substituted by a hydroxy group at position 12, methyl groups at positions 6, 6, 10 and 11 and a propyl group at position 4 (the 10S,11R,12S stereoisomer). Isolated from Calophyllum lanigerum var austrocoriaceum and Calophyllum brasiliense, it exhibits potent activity against HIV-1 reverse transcriptase. |
| ID |
http://purl.obolibrary.org/obo/CHEBI_65553 |
| charge |
0 |
| database_cross_reference |
Patent:WO9932492 PMID:9784162 PMID:15340243 PMID:9934455 PMID:10428899 CAS:909-14-8 Reaxys:7257193 PMID:11142630 |
| definition |
An organic heterotetracyclic compound that is 11,12-dihydro-2H,6H,10H-dipyrano[2,3-f:2',3'-h]chromen-2-one substituted by a hydroxy group at position 12, methyl groups at positions 6, 6, 10 and 11 and a propyl group at position 4 (the 10S,11R,12S stereoisomer). Isolated from Calophyllum lanigerum var austrocoriaceum and Calophyllum brasiliense, it exhibits potent activity against HIV-1 reverse transcriptase. |
| formula |
C22H26O5 |
| has role | |
| has_exact_synonym |
(10S,11R,12S)-12-hydroxy-6,6,10,11-tetramethyl-4-propyl-11,12-dihydro-2H,6H,10H-dipyrano[2,3-f:2',3'-h]chromen-2-one |
| has_obo_namespace |
chebi_ontology |
| has_related_synonym |
(10S,11R,12S)-11,12-dihydro-12-hydroxy-6,6,10,11-tetramethyl-4-propyl-2H,6H,10H-benzo(1,2-b:3,4-b':5,6-b'')tripyran-2-one costatolide (+)-(10S,11R,12S)-10,11-trans-dihydro-12-hydroxy-6,6,10,11-tetramethyl-4-propyl-2H,6H-benzo[1,2-b:3,4-b':5,6-b'']tripyran-2-one |
| id |
CHEBI:65553 |
| in_subset | |
| inchi |
InChI=1S/C22H26O5/c1-6-7-13-10-15(23)26-21-16(13)20-14(8-9-22(4,5)27-20)19-17(21)18(24)11(2)12(3)25-19/h8-12,18,24H,6-7H2,1-5H3/t11-,12-,18-/m0/s1 |
| inchikey |
NIDRYBLTWYFCFV-PZROIBLQSA-N |
| label |
(-)-calanolide B |
| mass |
370.43880 |
| monoisotopicmass |
370.17802 |
| notation |
CHEBI:65553 |
| prefLabel |
(-)-calanolide B |
| smiles |
CCCc1cc(=O)oc2c3[C@@H](O)[C@@H](C)[C@H](C)Oc3c3C=CC(C)(C)Oc3c12 |
| treeView |
http://purl.obolibrary.org/obo/CHEBI_38163 http://purl.obolibrary.org/obo/CHEBI_37407 |
| subClassOf |
http://purl.obolibrary.org/obo/CHEBI_38163 http://purl.obolibrary.org/obo/CHEBI_37407 |
| Delete | Mapping To | Ontology | Source |
|---|---|---|---|
| http://purl.bioontology.org/ontology/MESH/C075958 | Medical Subject Headings / 医学主题词表 | LOOM |