6alpha-Acetoxyvouacapane

Details

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Internal ID a70267bb-4c3f-42f4-9d3f-6df3c42afc52
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
IUPAC Name [(4aS,5S,6aS,7R,11aS,11bR)-4,4,7,11b-tetramethyl-1,2,3,4a,5,6,6a,7,11,11a-decahydronaphtho[2,1-f][1]benzofuran-5-yl] acetate
SMILES (Canonical) CC1C2CC(C3C(CCCC3(C2CC4=C1C=CO4)C)(C)C)OC(=O)C
SMILES (Isomeric) C[C@@H]1[C@@H]2C[C@@H]([C@@H]3[C@@]([C@H]2CC4=C1C=CO4)(CCCC3(C)C)C)OC(=O)C
InChI InChI=1S/C22H32O3/c1-13-15-7-10-24-18(15)12-17-16(13)11-19(25-14(2)23)20-21(3,4)8-6-9-22(17,20)5/h7,10,13,16-17,19-20H,6,8-9,11-12H2,1-5H3/t13-,16-,17-,19-,20-,22+/m0/s1
InChI Key RTHBKQKTWBMPLC-WGEIESBPSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C22H32O3
Molecular Weight 344.50 g/mol
Exact Mass 344.23514488 g/mol
Topological Polar Surface Area (TPSA) 39.40 Ų
XlogP 5.70
Atomic LogP (AlogP) 5.34
H-Bond Acceptor 3
H-Bond Donor 0
Rotatable Bonds 1

Synonyms

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CHEMBL459030

2D Structure

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2D Structure of 6alpha-Acetoxyvouacapane

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9973 99.73%
Caco-2 + 0.8885 88.85%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.6987 69.87%
OATP2B1 inhibitior - 0.8671 86.71%
OATP1B1 inhibitior + 0.8748 87.48%
OATP1B3 inhibitior + 0.9593 95.93%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.6250 62.50%
BSEP inhibitior + 0.5721 57.21%
P-glycoprotein inhibitior - 0.4480 44.80%
P-glycoprotein substrate - 0.7843 78.43%
CYP3A4 substrate + 0.6766 67.66%
CYP2C9 substrate - 0.7874 78.74%
CYP2D6 substrate - 0.8169 81.69%
CYP3A4 inhibition - 0.8108 81.08%
CYP2C9 inhibition + 0.5094 50.94%
CYP2C19 inhibition + 0.8370 83.70%
CYP2D6 inhibition - 0.8987 89.87%
CYP1A2 inhibition - 0.8748 87.48%
CYP2C8 inhibition + 0.5216 52.16%
CYP inhibitory promiscuity - 0.8260 82.60%
UGT catelyzed - 0.0000 0.00%
Carcinogenicity (binary) - 0.8500 85.00%
Carcinogenicity (trinary) Non-required 0.6056 60.56%
Eye corrosion - 0.9817 98.17%
Eye irritation - 0.9683 96.83%
Skin irritation - 0.7471 74.71%
Skin corrosion - 0.9537 95.37%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.8589 85.89%
Micronuclear - 0.8300 83.00%
Hepatotoxicity + 0.5125 51.25%
skin sensitisation - 0.7604 76.04%
Respiratory toxicity + 0.6333 63.33%
Reproductive toxicity + 0.6222 62.22%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.6684 66.84%
Acute Oral Toxicity (c) III 0.6522 65.22%
Estrogen receptor binding + 0.8414 84.14%
Androgen receptor binding + 0.5920 59.20%
Thyroid receptor binding + 0.7050 70.50%
Glucocorticoid receptor binding + 0.7520 75.20%
Aromatase binding + 0.5957 59.57%
PPAR gamma + 0.6085 60.85%
Honey bee toxicity - 0.7589 75.89%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5255 52.55%
Fish aquatic toxicity + 0.9935 99.35%

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 97.99% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.89% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.66% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.04% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.20% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.74% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 84.77% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.96% 89.00%
CHEMBL2581 P07339 Cathepsin D 83.55% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.03% 100.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.99% 95.89%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.62% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.00% 85.14%

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.
Bowdichia nitida
Dipteryx lacunifera

Cross-Links

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PubChem 44561379
NPASS NPC297046
LOTUS LTS0116021
wikiData Q105245141