methyl 6-(3-acetyloxy-4,4,10,13,14-pentamethyl-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-methylhept-2-enoate

Details

• Internal ID: fad4ecf3-4aab-4f03-9ead-b41b560942bc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: methyl 6-(3-acetyloxy-4,4,10,13,14-pentamethyl-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-methylhept-2-enoate
• SMILES (Canonical): CC(CCC=C(C)C(=O)OC)C1CCC2(C1(CCC3C2=CCC4C3(CCC(C4(C)C)OC(=O)C)C)C)C
• SMILES (Isomeric): CC(CCC=C(C)C(=O)OC)C1CCC2(C1(CCC3C2=CCC4C3(CCC(C4(C)C)OC(=O)C)C)C)C
• InChI: InChI=1S/C33H52O4/c1-21(11-10-12-22(2)29(35)36-9)24-15-19-33(8)26-13-14-27-30(4,5)28(37-23(3)34)17-18-31(27,6)25(26)16-20-32(24,33)7/h12-13,21,24-25,27-28H,10-11,14-20H2,1-9H3
• InChI Key: OHTOKSVGEBKYIA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₅₂O₄
• Molecular Weight: 512.80 g/mol
• Exact Mass: 512.38656014 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 8.80
• Atomic LogP (AlogP): 8.06
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9955	99.55%
Caco-2	-	0.6651	66.51%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8394	83.94%
OATP2B1 inhibitior	-	0.8608	86.08%
OATP1B1 inhibitior	-	0.3429	34.29%
OATP1B3 inhibitior	-	0.2455	24.55%
MATE1 inhibitior	+	0.6000	60.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9918	99.18%
P-glycoprotein inhibitior	+	0.8283	82.83%
P-glycoprotein substrate	-	0.5230	52.30%
CYP3A4 substrate	+	0.7009	70.09%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9092	90.92%
CYP3A4 inhibition	-	0.7777	77.77%
CYP2C9 inhibition	-	0.8023	80.23%
CYP2C19 inhibition	-	0.8510	85.10%
CYP2D6 inhibition	-	0.9590	95.90%
CYP1A2 inhibition	-	0.9375	93.75%
CYP2C8 inhibition	+	0.4884	48.84%
CYP inhibitory promiscuity	-	0.7826	78.26%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9520	95.20%
Carcinogenicity (trinary)	Non-required	0.6564	65.64%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.9300	93.00%
Skin irritation	-	0.5429	54.29%
Skin corrosion	-	0.9746	97.46%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7581	75.81%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	-	0.6914	69.14%
skin sensitisation	-	0.7265	72.65%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.6391	63.91%
Acute Oral Toxicity (c)	III	0.8158	81.58%
Estrogen receptor binding	+	0.7529	75.29%
Androgen receptor binding	+	0.7425	74.25%
Thyroid receptor binding	+	0.6066	60.66%
Glucocorticoid receptor binding	+	0.8489	84.89%
Aromatase binding	+	0.7925	79.25%
PPAR gamma	+	0.7036	70.36%
Honey bee toxicity	-	0.7298	72.98%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
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	98.00%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.99%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.84%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.57%	82.69%
CHEMBL2581	P07339	Cathepsin D	90.85%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.05%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.61%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.48%	93.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.69%	100.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	85.66%	94.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.27%	92.62%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.96%	91.07%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.45%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	83.98%	91.19%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.58%	89.50%
CHEMBL2782	P35610	Acyl coenzyme A:cholesterol acyltransferase 1	83.50%	91.65%
CHEMBL221	P23219	Cyclooxygenase-1	83.37%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.55%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.30%	93.56%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.64%	95.50%
CHEMBL5028	O14672	ADAM10	80.24%	97.50%

Plants that contains it

• Pistacia vera

Cross-Links

• PubChem: 162906471
• LOTUS: LTS0000382
• wikiData: Q105192256