[3-(1,2-dihydroxyethyl)-3-(hydroxymethyl)-4a,7,10a-trimethyl-2,5,6,6a,8,9,10,10b-octahydro-1H-benzo[f]chromen-7-yl]methyl acetate

Details

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Internal ID c4a26f6a-26c4-4485-bbe3-697949c7a810
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name [3-(1,2-dihydroxyethyl)-3-(hydroxymethyl)-4a,7,10a-trimethyl-2,5,6,6a,8,9,10,10b-octahydro-1H-benzo[f]chromen-7-yl]methyl acetate
SMILES (Canonical) CC(=O)OCC1(CCCC2(C1CCC3(C2CCC(O3)(CO)C(CO)O)C)C)C
SMILES (Isomeric) CC(=O)OCC1(CCCC2(C1CCC3(C2CCC(O3)(CO)C(CO)O)C)C)C
InChI InChI=1S/C22H38O6/c1-15(25)27-14-19(2)8-5-9-20(3)16(19)6-10-21(4)17(20)7-11-22(13-24,28-21)18(26)12-23/h16-18,23-24,26H,5-14H2,1-4H3
InChI Key QPAYHBCUXRMDDV-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H38O6
Molecular Weight 398.50 g/mol
Exact Mass 398.26683893 g/mol
Topological Polar Surface Area (TPSA) 96.20 Ų
XlogP 2.10
Atomic LogP (AlogP) 2.43
H-Bond Acceptor 6
H-Bond Donor 3
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [3-(1,2-dihydroxyethyl)-3-(hydroxymethyl)-4a,7,10a-trimethyl-2,5,6,6a,8,9,10,10b-octahydro-1H-benzo[f]chromen-7-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5870 58.70%
Caco-2 + 0.5329 53.29%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.6873 68.73%
OATP2B1 inhibitior - 0.7171 71.71%
OATP1B1 inhibitior + 0.8790 87.90%
OATP1B3 inhibitior + 0.8834 88.34%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.7735 77.35%
P-glycoprotein inhibitior - 0.6835 68.35%
P-glycoprotein substrate - 0.7584 75.84%
CYP3A4 substrate + 0.6325 63.25%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8457 84.57%
CYP3A4 inhibition - 0.8499 84.99%
CYP2C9 inhibition - 0.8183 81.83%
CYP2C19 inhibition - 0.8137 81.37%
CYP2D6 inhibition - 0.9415 94.15%
CYP1A2 inhibition - 0.8082 80.82%
CYP2C8 inhibition - 0.7086 70.86%
CYP inhibitory promiscuity - 0.9499 94.99%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.7250 72.50%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.9432 94.32%
Skin irritation - 0.8143 81.43%
Skin corrosion - 0.9688 96.88%
Ames mutagenesis - 0.5661 56.61%
Human Ether-a-go-go-Related Gene inhibition - 0.6806 68.06%
Micronuclear - 0.8800 88.00%
Hepatotoxicity - 0.7500 75.00%
skin sensitisation - 0.9077 90.77%
Respiratory toxicity - 0.5333 53.33%
Reproductive toxicity + 0.5889 58.89%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity - 0.6272 62.72%
Acute Oral Toxicity (c) III 0.5572 55.72%
Estrogen receptor binding + 0.8022 80.22%
Androgen receptor binding + 0.5427 54.27%
Thyroid receptor binding + 0.6028 60.28%
Glucocorticoid receptor binding + 0.7752 77.52%
Aromatase binding + 0.7429 74.29%
PPAR gamma + 0.6013 60.13%
Honey bee toxicity - 0.7670 76.70%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.8100 81.00%
Fish aquatic toxicity + 0.7268 72.68%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.84% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.91% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.85% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 90.58% 97.09%
CHEMBL2581 P07339 Cathepsin D 89.96% 98.95%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 89.36% 95.50%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 89.15% 96.38%
CHEMBL340 P08684 Cytochrome P450 3A4 88.62% 91.19%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.85% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 84.43% 92.62%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 84.34% 95.71%
CHEMBL233 P35372 Mu opioid receptor 84.27% 97.93%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.27% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.15% 89.00%
CHEMBL237 P41145 Kappa opioid receptor 82.96% 98.10%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 82.61% 91.65%
CHEMBL2274 Q9H228 Sphingosine 1-phosphate receptor Edg-8 82.35% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 82.07% 82.69%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 81.11% 89.05%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 80.86% 96.77%
CHEMBL218 P21554 Cannabinoid CB1 receptor 80.80% 96.61%

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.
Palafoxia arida

Cross-Links

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PubChem 14488588
LOTUS LTS0238545
wikiData Q105225271