Costatolide

Details

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Internal ID 804e7dff-033a-4c00-8079-138146e38c46
Taxonomy Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Angular pyranocoumarins
IUPAC Name (16S,17R,18S)-18-hydroxy-10,10,16,17-tetramethyl-6-propyl-3,9,15-trioxatetracyclo[12.4.0.02,7.08,13]octadeca-1(14),2(7),5,8(13),11-pentaen-4-one
SMILES (Canonical) CCCC1=CC(=O)OC2=C1C3=C(C=CC(O3)(C)C)C4=C2C(C(C(O4)C)C)O
SMILES (Isomeric) CCCC1=CC(=O)OC2=C1C3=C(C=CC(O3)(C)C)C4=C2[C@H]([C@H]([C@@H](O4)C)C)O
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
InChI Key NIDRYBLTWYFCFV-PZROIBLQSA-N
Popularity 72 references in papers

Physical and Chemical Properties

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Molecular Formula C22H26O5
Molecular Weight 370.40 g/mol
Exact Mass 370.17802393 g/mol
Topological Polar Surface Area (TPSA) 65.00 Ų
XlogP 3.80

Synonyms

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(16S,17R,18S)-18-hydroxy-10,10,16,17-tetramethyl-6-propyl-3,9,15-trioxatetracyclo(12.4.0.02,7.08,13)octadeca-1(14),2(7),5,8(13),11-pentaen-4-one
(16S,17R,18S)-18-hydroxy-10,10,16,17-tetramethyl-6-propyl-3,9,15-trioxatetracyclo[12.4.0.02,7.08,13]octadeca-1(14),2(7),5,8(13),11-pentaen-4-one
RefChem:128201
GlyTouCan:G64274VX
G64274VX
(2S)-4-chloro-2-((Z)-1-chloroprop-1-en-2-yl)-5-methyl-2,3-dihydropyran-6-one
63023-58-5
(-)-Calanolide B
Costatolide (Calophyllum)
909-14-8
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Costatolide

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
No predicted properties yet!

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL3594 Q16790 Carbonic anhydrase IX 830 nM
Ki
via Super-PRED
CHEMBL3242 O43570 Carbonic anhydrase XII 810 nM
Ki
via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.13% 91.11%
CHEMBL2581 P07339 Cathepsin D 93.78% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.42% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.22% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.08% 86.33%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.56% 97.25%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 88.27% 90.71%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.68% 94.45%
CHEMBL221 P23219 Cyclooxygenase-1 84.58% 90.17%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.38% 96.95%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.09% 95.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.75% 99.23%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.60% 99.17%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.85% 92.62%
CHEMBL3401 O75469 Pregnane X receptor 80.63% 94.73%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.08% 96.77%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Calophyllum brasiliense
Calophyllum cerasiferum
Calophyllum lanigerum
Calophyllum teysmannii
Calophyllum teysmannii var. inophylloide

Cross-Links

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PubChem 461128
NPASS NPC142563
ChEMBL CHEMBL7187
LOTUS LTS0055017
wikiData Q27134006