[(2R,4aR,4bS,7S,8aS,10aS)-7-ethenyl-8a-hydroxy-1,1,4a,7-tetramethyl-2,3,4,4b,5,6,8,9,10,10a-decahydrophenanthren-2-yl] acetate

Details

• Internal ID: 4d5aed1c-8a49-4956-bcfd-cba9ba7d80d5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(2R,4aR,4bS,7S,8aS,10aS)-7-ethenyl-8a-hydroxy-1,1,4a,7-tetramethyl-2,3,4,4b,5,6,8,9,10,10a-decahydrophenanthren-2-yl] acetate
• SMILES (Canonical): CC(=O)OC1CCC2(C(C1(C)C)CCC3(C2CCC(C3)(C)C=C)O)C
• SMILES (Isomeric): CC(=O)O[C@@H]1CC[C@]2([C@@H]3CC[C@](C[C@]3(CC[C@@H]2C1(C)C)O)(C)C=C)C
• InChI: InChI=1S/C22H36O3/c1-7-20(5)11-8-17-21(6)12-10-18(25-15(2)23)19(3,4)16(21)9-13-22(17,24)14-20/h7,16-18,24H,1,8-14H2,2-6H3/t16-,17+,18-,20+,21-,22+/m1/s1
• InChI Key: LBNYRDIVBFQAHY-GXVZMRFDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₆O₃
• Molecular Weight: 348.50 g/mol
• Exact Mass: 348.26644501 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 4.88
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9959	99.59%
Caco-2	+	0.6428	64.28%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8202	82.02%
OATP2B1 inhibitior	-	0.8609	86.09%
OATP1B1 inhibitior	+	0.8930	89.30%
OATP1B3 inhibitior	+	0.9425	94.25%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.8253	82.53%
P-glycoprotein inhibitior	-	0.6466	64.66%
P-glycoprotein substrate	-	0.9077	90.77%
CYP3A4 substrate	+	0.6784	67.84%
CYP2C9 substrate	-	0.7912	79.12%
CYP2D6 substrate	-	0.8744	87.44%
CYP3A4 inhibition	-	0.6513	65.13%
CYP2C9 inhibition	-	0.7476	74.76%
CYP2C19 inhibition	-	0.6488	64.88%
CYP2D6 inhibition	-	0.9651	96.51%
CYP1A2 inhibition	-	0.8437	84.37%
CYP2C8 inhibition	-	0.7365	73.65%
CYP inhibitory promiscuity	-	0.9576	95.76%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9643	96.43%
Carcinogenicity (trinary)	Non-required	0.6355	63.55%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9016	90.16%
Skin irritation	+	0.6219	62.19%
Skin corrosion	-	0.9526	95.26%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7080	70.80%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.7010	70.10%
skin sensitisation	+	0.4838	48.38%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	+	0.4711	47.11%
Acute Oral Toxicity (c)	III	0.7837	78.37%
Estrogen receptor binding	+	0.8923	89.23%
Androgen receptor binding	+	0.6076	60.76%
Thyroid receptor binding	-	0.5091	50.91%
Glucocorticoid receptor binding	+	0.8084	80.84%
Aromatase binding	+	0.6728	67.28%
PPAR gamma	+	0.6363	63.63%
Honey bee toxicity	-	0.6773	67.73%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6255	62.55%
Fish aquatic toxicity	+	0.9971	99.71%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.20%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	92.78%	91.19%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.38%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.03%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.68%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.69%	100.00%
CHEMBL5028	O14672	ADAM10	82.15%	97.50%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.96%	91.03%

Plants that contains it

• Isodon parvifolius

Cross-Links

• PubChem: 14781527
• LOTUS: LTS0211675
• wikiData: Q105149509