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

Details

• Internal ID: 3dddcdfc-392b-4af2-b577-5b6e14e23bff
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(2S,4R,4aS,4bS,8aS,10aR)-2-ethenyl-10a-hydroxy-2,4b,8,8-tetramethyl-1,3,4,4a,5,6,7,8a,9,10-decahydrophenanthren-4-yl] (E)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1CC(CC2(C1C3(CCCC(C3CC2)(C)C)C)O)(C)C=C
• SMILES (Isomeric): C/C=C(\C)/C(=O)O[C@@H]1C[C@](C[C@]2([C@H]1[C@]3(CCCC([C@@H]3CC2)(C)C)C)O)(C)C=C
• InChI: InChI=1S/C25H40O3/c1-8-17(3)21(26)28-18-15-23(6,9-2)16-25(27)14-11-19-22(4,5)12-10-13-24(19,7)20(18)25/h8-9,18-20,27H,2,10-16H2,1,3-7H3/b17-8+/t18-,19+,20-,23+,24+,25-/m1/s1
• InChI Key: ZAFQHNQHCTVSLI-UYYGQLRPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₅H₄₀O₃
• Molecular Weight: 388.60 g/mol
• Exact Mass: 388.29774513 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 6.80
• Atomic LogP (AlogP): 5.82
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9965	99.65%
Caco-2	+	0.7434	74.34%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7834	78.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8866	88.66%
OATP1B3 inhibitior	+	0.8643	86.43%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9177	91.77%
P-glycoprotein inhibitior	-	0.5438	54.38%
P-glycoprotein substrate	-	0.8300	83.00%
CYP3A4 substrate	+	0.6881	68.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8978	89.78%
CYP3A4 inhibition	-	0.7740	77.40%
CYP2C9 inhibition	-	0.5211	52.11%
CYP2C19 inhibition	+	0.5459	54.59%
CYP2D6 inhibition	-	0.9506	95.06%
CYP1A2 inhibition	-	0.7731	77.31%
CYP2C8 inhibition	-	0.6164	61.64%
CYP inhibitory promiscuity	-	0.9317	93.17%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9443	94.43%
Carcinogenicity (trinary)	Non-required	0.5250	52.50%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.9605	96.05%
Skin irritation	+	0.5362	53.62%
Skin corrosion	-	0.9593	95.93%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8329	83.29%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	+	0.5058	50.58%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.7093	70.93%
Acute Oral Toxicity (c)	III	0.4940	49.40%
Estrogen receptor binding	+	0.8479	84.79%
Androgen receptor binding	+	0.6101	61.01%
Thyroid receptor binding	+	0.6735	67.35%
Glucocorticoid receptor binding	+	0.7858	78.58%
Aromatase binding	+	0.7318	73.18%
PPAR gamma	+	0.5910	59.10%
Honey bee toxicity	-	0.6171	61.71%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5255	52.55%
Fish aquatic toxicity	+	0.9957	99.57%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.97%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.86%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.81%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.77%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	91.23%	91.19%
CHEMBL284	P27487	Dipeptidyl peptidase IV	89.39%	95.69%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	89.27%	95.17%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.77%	96.38%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.17%	93.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.87%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.56%	82.69%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.46%	91.07%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.34%	95.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.13%	92.94%
CHEMBL4302	P08183	P-glycoprotein 1	83.87%	92.98%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.52%	91.24%
CHEMBL221	P23219	Cyclooxygenase-1	83.25%	90.17%
CHEMBL4370	P16662	UDP-glucuronosyltransferase 2B7	82.92%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.87%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.45%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.21%	100.00%

Plants that contains it

• Senecio subrubriflorus

Cross-Links

• PubChem: 162930825
• LOTUS: LTS0189997
• wikiData: Q105369851