6alpha-Acetoxyvouacapane

Details

• 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

• 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

• CHEMBL459030

2D Structure

ADMET Properties (via admetSAR 2)

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

Proven Targets:

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

• Bowdichia nitida
• Dipteryx lacunifera

Cross-Links

• PubChem: 44561379
• NPASS: NPC297046
• LOTUS: LTS0116021
• wikiData: Q105245141