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Kahweol palmitate

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 59b5922f-8d42-4f61-b77b-39d6e5ae0636
Taxonomy Organoheterocyclic compounds > Naphthofurans
IUPAC Name [(4S)-17-hydroxy-12-methyl-8-oxapentacyclo[14.2.1.01,13.04,12.05,9]nonadeca-5(9),6,10-trien-17-yl]methyl hexadecanoate
SMILES (Canonical) CCCCCCCCCCCCCCCC(=O)OCC1(CC23CCC4C5=C(C=CC4(C2CCC1C3)C)OC=C5)O
SMILES (Isomeric) CCCCCCCCCCCCCCCC(=O)OCC1(CC23CC[C@@H]4C5=C(C=CC4(C2CCC1C3)C)OC=C5)O
InChI InChI=1S/C36H56O4/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-33(37)40-27-36(38)26-35-23-19-30-29-21-24-39-31(29)20-22-34(30,2)32(35)18-17-28(36)25-35/h20-22,24,28,30,32,38H,3-19,23,25-27H2,1-2H3/t28?,30-,32?,34?,35?,36?/m1/s1
InChI Key UMZARYXKQBKPOL-WDFKVAFYSA-N
Popularity 4 references in papers

Physical and Chemical Properties

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Molecular Formula C36H56O4
Molecular Weight 552.80 g/mol
Exact Mass 552.41786026 g/mol
Topological Polar Surface Area (TPSA) 59.70 Ų
XlogP 11.30
Atomic LogP (AlogP) 9.75
H-Bond Acceptor 4
H-Bond Donor 1
Rotatable Bonds 16

Synonyms

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81760-45-4
[(4S)-17-hydroxy-12-methyl-8-oxapentacyclo[14.2.1.01,13.04,12.05,9]nonadeca-5(9),6,10-trien-17-yl]methyl hexadecanoate
CCRIS 2589
DTXSID701002185
Hexadecanoic acid, (3b,4,5,6,7,8,9,10,10a,10b-decahydro-7-hydroxy-10b-methyl-5a,8-methano-5aH-cyclohepta(5,6)naphtho(2,1-b)furan-7-yl)methyl ester, (3bS-(3balpha,5abeta,7beta,8beta,10aalpha,10bbeta))-
(7-Hydroxy-10b-methyl-3b,4,5,6,7,8,9,10,10a,10b-decahydro-5a,8-methanocyclohepta[5,6]naphtho[2,1-b]furan-7-yl)methyl hexadecanoate

2D Structure

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2D Structure of Kahweol palmitate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9963 99.63%
Caco-2 - 0.7855 78.55%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6429 64.29%
Subcellular localzation Mitochondria 0.7514 75.14%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8576 85.76%
OATP1B3 inhibitior + 0.9472 94.72%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.8939 89.39%
P-glycoprotein inhibitior + 0.6745 67.45%
P-glycoprotein substrate + 0.5982 59.82%
CYP3A4 substrate + 0.7045 70.45%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8624 86.24%
CYP3A4 inhibition + 0.5237 52.37%
CYP2C9 inhibition - 0.5773 57.73%
CYP2C19 inhibition + 0.5223 52.23%
CYP2D6 inhibition - 0.8862 88.62%
CYP1A2 inhibition - 0.7193 71.93%
CYP2C8 inhibition + 0.7464 74.64%
CYP inhibitory promiscuity - 0.6084 60.84%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9400 94.00%
Carcinogenicity (trinary) Non-required 0.6497 64.97%
Eye corrosion - 0.9925 99.25%
Eye irritation - 0.9336 93.36%
Skin irritation - 0.6564 65.64%
Skin corrosion - 0.9502 95.02%
Ames mutagenesis - 0.9700 97.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4719 47.19%
Micronuclear - 0.8600 86.00%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.8617 86.17%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.8250 82.50%
Nephrotoxicity - 0.8130 81.30%
Acute Oral Toxicity (c) III 0.4887 48.87%
Estrogen receptor binding + 0.8821 88.21%
Androgen receptor binding + 0.6758 67.58%
Thyroid receptor binding - 0.6062 60.62%
Glucocorticoid receptor binding + 0.6881 68.81%
Aromatase binding - 0.4880 48.80%
PPAR gamma - 0.4950 49.50%
Honey bee toxicity - 0.8815 88.15%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.8113 81.13%
Fish aquatic toxicity + 0.9954 99.54%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL240 Q12809 HERG 99.82% 89.76%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.69% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.11% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.91% 97.25%
CHEMBL3060 Q9Y345 Glycine transporter 2 95.03% 99.17%
CHEMBL2581 P07339 Cathepsin D 93.68% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.92% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.35% 97.09%
CHEMBL2996 Q05655 Protein kinase C delta 90.13% 97.79%
CHEMBL4227 P25090 Lipoxin A4 receptor 90.08% 100.00%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 90.08% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.83% 86.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.29% 92.62%
CHEMBL2955 O95136 Sphingosine 1-phosphate receptor Edg-5 87.96% 92.86%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.88% 95.89%
CHEMBL221 P23219 Cyclooxygenase-1 87.59% 90.17%
CHEMBL5255 O00206 Toll-like receptor 4 87.24% 92.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.19% 93.56%
CHEMBL299 P17252 Protein kinase C alpha 84.06% 98.03%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 83.41% 95.50%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 82.93% 96.38%
CHEMBL3430907 Q96GD4 Aurora kinase B/Inner centromere protein 82.00% 97.50%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 81.35% 94.80%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.24% 100.00%

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.
Coffea arabica

Cross-Links

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PubChem 133757
LOTUS LTS0181571
wikiData Q82996264