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

Details

• Internal ID: c7784524-acbf-4bd9-b7bb-9298c385af42
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [4,4,10,13,14-pentamethyl-17-(6-methylhept-5-en-2-yl)-2,3,5,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate
• SMILES (Canonical): CC(CCC=C(C)C)C1CCC2(C1(CCC3C2CCC4C3(CCC(C4(C)C)OC(=O)C)C)C)C
• SMILES (Isomeric): CC(CCC=C(C)C)C1CCC2(C1(CCC3C2CCC4C3(CCC(C4(C)C)OC(=O)C)C)C)C
• InChI: InChI=1S/C32H54O2/c1-21(2)11-10-12-22(3)24-15-19-32(9)26-13-14-27-29(5,6)28(34-23(4)33)17-18-30(27,7)25(26)16-20-31(24,32)8/h11,22,24-28H,10,12-20H2,1-9H3
• InChI Key: NHJFCZBYRRYYOB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₄O₂
• Molecular Weight: 470.80 g/mol
• Exact Mass: 470.412380961 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 10.70
• Atomic LogP (AlogP): 8.99
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 5

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	-	0.6213	62.13%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6521	65.21%
OATP2B1 inhibitior	-	0.7145	71.45%
OATP1B1 inhibitior	+	0.7025	70.25%
OATP1B3 inhibitior	-	0.5199	51.99%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.9382	93.82%
P-glycoprotein inhibitior	+	0.6703	67.03%
P-glycoprotein substrate	-	0.8013	80.13%
CYP3A4 substrate	+	0.7080	70.80%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.8364	83.64%
CYP2C9 inhibition	-	0.9109	91.09%
CYP2C19 inhibition	+	0.6474	64.74%
CYP2D6 inhibition	-	0.9524	95.24%
CYP1A2 inhibition	-	0.9324	93.24%
CYP2C8 inhibition	-	0.7360	73.60%
CYP inhibitory promiscuity	-	0.6473	64.73%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5066	50.66%
Eye corrosion	-	0.9895	98.95%
Eye irritation	-	0.9241	92.41%
Skin irritation	+	0.5473	54.73%
Skin corrosion	-	0.9856	98.56%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7544	75.44%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.8345	83.45%
skin sensitisation	+	0.6631	66.31%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7812	78.12%
Acute Oral Toxicity (c)	III	0.8291	82.91%
Estrogen receptor binding	+	0.8447	84.47%
Androgen receptor binding	+	0.7516	75.16%
Thyroid receptor binding	+	0.6122	61.22%
Glucocorticoid receptor binding	+	0.8052	80.52%
Aromatase binding	+	0.8157	81.57%
PPAR gamma	+	0.7332	73.32%
Honey bee toxicity	-	0.6705	67.05%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5855	58.55%
Fish aquatic toxicity	+	0.9966	99.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.23%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.36%	96.09%
CHEMBL2581	P07339	Cathepsin D	92.48%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.71%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.47%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	89.18%	91.19%
CHEMBL2413	P32246	C-C chemokine receptor type 1	88.38%	89.50%
CHEMBL233	P35372	Mu opioid receptor	87.26%	97.93%
CHEMBL221	P23219	Cyclooxygenase-1	85.75%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.63%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.23%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.17%	92.62%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.95%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.69%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.29%	82.69%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.21%	93.56%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.65%	95.50%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	83.55%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.49%	97.09%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	83.42%	97.47%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.34%	93.00%
CHEMBL237	P41145	Kappa opioid receptor	82.21%	98.10%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.00%	94.33%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.43%	97.50%
CHEMBL5203	P33316	dUTP pyrophosphatase	81.42%	99.18%
CHEMBL236	P41143	Delta opioid receptor	81.28%	99.35%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	81.11%	82.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.67%	96.61%
CHEMBL1937	Q92769	Histone deacetylase 2	80.60%	94.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.10%	95.89%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.07%	96.38%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.05%	93.04%

Plants that contains it

• Marshallia grandiflora

Cross-Links

• PubChem: 635151
• LOTUS: LTS0129647
• wikiData: Q105179402