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(+)-calanolide A |
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CHEBI:65552 |
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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 10R,11S,12S stereoisomer). Isolated from Calophyllum lanigerum var austrocoriaceum and Calophyllum brasiliense, it exhibits potent activity against HIV-1 reverse transcriptase. |
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This entity has been manually annotated by the ChEBI Team.
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Molfile
XML
SDF
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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+/m1/s1 |
NIDRYBLTWYFCFV-FMTVUPSXSA-N |
CCCc1cc(=O)oc2c3[C@@H](O)[C@H](C)[C@@H](C)Oc3c3C=CC(C)(C)Oc3c12 |
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Calophyllum brasiliense
(IPNI:427115-1)
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Found in
leaf
(BTO:0000713).
See:
PubMed
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Calophyllum lanigerum var. austrocoriaceum
(IPNI:876292-1)
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Found in
twig
(BTO:0001411).
See:
PubMed
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Calophyllum lanigerum var. austrocoriaceum
(IPNI:876292-1)
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Found in
fruit
(BTO:0000486).
See:
PubMed
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HIV-1 reverse transcriptase inhibitor
An entity which inhibits the activity of HIV-1 reverse transcriptase.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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View more via ChEBI Ontology
(10R,11S,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
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(+)-(10R,11S,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
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ChEBI
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(10R,11S,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
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ChEBI
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calanolide A
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ChEBI
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142632-32-4
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CAS Registry Number
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ChemIDplus
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5856917
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Reaxys Registry Number
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Reaxys
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10901131
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PubMed citation
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Europe PMC
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12501127
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PubMed citation
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Europe PMC
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14980631
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PubMed citation
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Europe PMC
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15340243
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PubMed citation
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Europe PMC
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9784162
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PubMed citation
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Europe PMC
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