(3-Ethenyl-8-hydroxy-3,4a,7,7,10a-pentamethyl-5-oxo-1,2,6,6a,8,9,10,10b-octahydrobenzo[f]chromen-10-yl) acetate

Details

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Internal ID 8ec61c52-5131-4289-b7cf-484f4960e551
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (3-ethenyl-8-hydroxy-3,4a,7,7,10a-pentamethyl-5-oxo-1,2,6,6a,8,9,10,10b-octahydrobenzo[f]chromen-10-yl) acetate
SMILES (Canonical) CC(=O)OC1CC(C(C2C1(C3CCC(OC3(C(=O)C2)C)(C)C=C)C)(C)C)O
SMILES (Isomeric) CC(=O)OC1CC(C(C2C1(C3CCC(OC3(C(=O)C2)C)(C)C=C)C)(C)C)O
InChI InChI=1S/C22H34O5/c1-8-20(5)10-9-14-21(6)15(11-17(25)22(14,7)27-20)19(3,4)16(24)12-18(21)26-13(2)23/h8,14-16,18,24H,1,9-12H2,2-7H3
InChI Key QBQNQLFIKUUYCI-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H34O5
Molecular Weight 378.50 g/mol
Exact Mass 378.24062418 g/mol
Topological Polar Surface Area (TPSA) 72.80 Ų
XlogP 3.00
Atomic LogP (AlogP) 3.43
H-Bond Acceptor 5
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (3-Ethenyl-8-hydroxy-3,4a,7,7,10a-pentamethyl-5-oxo-1,2,6,6a,8,9,10,10b-octahydrobenzo[f]chromen-10-yl) acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9397 93.97%
Caco-2 + 0.5558 55.58%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.6595 65.95%
OATP2B1 inhibitior - 0.8638 86.38%
OATP1B1 inhibitior + 0.8840 88.40%
OATP1B3 inhibitior + 0.9145 91.45%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior - 0.7523 75.23%
P-glycoprotein inhibitior - 0.6506 65.06%
P-glycoprotein substrate - 0.8691 86.91%
CYP3A4 substrate + 0.6791 67.91%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8490 84.90%
CYP3A4 inhibition + 0.5960 59.60%
CYP2C9 inhibition - 0.9237 92.37%
CYP2C19 inhibition - 0.8618 86.18%
CYP2D6 inhibition - 0.9548 95.48%
CYP1A2 inhibition - 0.7934 79.34%
CYP2C8 inhibition + 0.4458 44.58%
CYP inhibitory promiscuity - 0.9819 98.19%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6787 67.87%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.9201 92.01%
Skin irritation + 0.5256 52.56%
Skin corrosion - 0.8652 86.52%
Ames mutagenesis - 0.7600 76.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3599 35.99%
Micronuclear - 0.8100 81.00%
Hepatotoxicity - 0.5834 58.34%
skin sensitisation - 0.7672 76.72%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.8000 80.00%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.6634 66.34%
Acute Oral Toxicity (c) III 0.7059 70.59%
Estrogen receptor binding + 0.8617 86.17%
Androgen receptor binding + 0.5384 53.84%
Thyroid receptor binding + 0.7146 71.46%
Glucocorticoid receptor binding + 0.8029 80.29%
Aromatase binding + 0.7183 71.83%
PPAR gamma + 0.6561 65.61%
Honey bee toxicity - 0.6505 65.05%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9710 97.10%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.29% 91.11%
CHEMBL340 P08684 Cytochrome P450 3A4 92.58% 91.19%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.37% 96.09%
CHEMBL1937 Q92769 Histone deacetylase 2 89.98% 94.75%
CHEMBL241 Q14432 Phosphodiesterase 3A 88.36% 92.94%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.18% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.43% 97.09%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 86.30% 92.62%
CHEMBL2581 P07339 Cathepsin D 85.36% 98.95%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.85% 85.14%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 84.66% 98.99%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.56% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.45% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.88% 100.00%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.24% 93.04%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.62% 82.69%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.04% 95.56%

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.
Helichrysum ambiguum

Cross-Links

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PubChem 14262710
LOTUS LTS0099432
wikiData Q105217955