[(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5S)-5-ethyl-6-methylhept-6-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate

Details

• Internal ID: 11f6b73f-39dc-4712-bc9a-60f99d0b3e8d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5S)-5-ethyl-6-methylhept-6-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate
• SMILES (Canonical): CCC(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC(=O)C)C)C)C(=C)C
• SMILES (Isomeric): CC[C@@H](CC[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)OC(=O)C)C)C)C(=C)C
• InChI: InChI=1S/C31H50O2/c1-8-23(20(2)3)10-9-21(4)27-13-14-28-26-12-11-24-19-25(33-22(5)32)15-17-30(24,6)29(26)16-18-31(27,28)7/h11,21,23,25-29H,2,8-10,12-19H2,1,3-7H3/t21-,23+,25+,26+,27-,28+,29+,30+,31-/m1/s1
• InChI Key: XSBVQWHCFJNQMD-UMKHIFOFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₅₀O₂
• Molecular Weight: 454.70 g/mol
• Exact Mass: 454.381080833 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 9.80
• Atomic LogP (AlogP): 8.52
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	-	0.6080	60.80%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.4472	44.72%
OATP2B1 inhibitior	-	0.5731	57.31%
OATP1B1 inhibitior	+	0.9272	92.72%
OATP1B3 inhibitior	+	0.9238	92.38%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9603	96.03%
P-glycoprotein inhibitior	+	0.7146	71.46%
P-glycoprotein substrate	+	0.5378	53.78%
CYP3A4 substrate	+	0.7422	74.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.7027	70.27%
CYP2C9 inhibition	-	0.8743	87.43%
CYP2C19 inhibition	+	0.7374	73.74%
CYP2D6 inhibition	-	0.9204	92.04%
CYP1A2 inhibition	-	0.8568	85.68%
CYP2C8 inhibition	+	0.4868	48.68%
CYP inhibitory promiscuity	-	0.5830	58.30%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4924	49.24%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.9349	93.49%
Skin irritation	+	0.4913	49.13%
Skin corrosion	-	0.9787	97.87%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6636	66.36%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.5354	53.54%
skin sensitisation	+	0.4722	47.22%
Respiratory toxicity	+	0.8778	87.78%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7375	73.75%
Acute Oral Toxicity (c)	III	0.8609	86.09%
Estrogen receptor binding	+	0.8007	80.07%
Androgen receptor binding	+	0.6404	64.04%
Thyroid receptor binding	-	0.5896	58.96%
Glucocorticoid receptor binding	+	0.7842	78.42%
Aromatase binding	+	0.6478	64.78%
PPAR gamma	+	0.6080	60.80%
Honey bee toxicity	-	0.6880	68.80%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5350	53.50%
Fish aquatic toxicity	+	1.0000	100.00%

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	98.84%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.56%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.03%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.92%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	93.01%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.26%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.06%	93.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.90%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.75%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.78%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	83.70%	95.93%
CHEMBL340	P08684	Cytochrome P450 3A4	83.40%	91.19%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	82.92%	94.08%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	82.60%	82.69%
CHEMBL233	P35372	Mu opioid receptor	82.03%	97.93%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.24%	97.50%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.70%	93.04%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.68%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.22%	86.33%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.14%	95.71%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.09%	89.00%

Plants that contains it

• Cajanus cajan
• Dioscorea polystachya
• Wrightia tinctoria
• Zea mays

Cross-Links

• PubChem: 13988619
• LOTUS: LTS0254936
• wikiData: Q105340929