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

Details

• Internal ID: a706e6bd-dfba-4bed-98c4-76939c18ce77
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [17-(6-acetyloxy-6-methylhept-4-en-2-yl)-4,4,10,13,14-pentamethyl-2,3,5,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate
• SMILES (Canonical): CC(CC=CC(C)(C)OC(=O)C)C1CCC2(C1(CCC3C2CCC4C3(CCC(C4(C)C)OC(=O)C)C)C)C
• SMILES (Isomeric): CC(CC=CC(C)(C)OC(=O)C)C1CCC2(C1(CCC3C2CCC4C3(CCC(C4(C)C)OC(=O)C)C)C)C
• InChI: InChI=1S/C34H56O4/c1-22(12-11-18-30(4,5)38-24(3)36)25-15-20-34(10)27-13-14-28-31(6,7)29(37-23(2)35)17-19-32(28,8)26(27)16-21-33(25,34)9/h11,18,22,25-29H,12-17,19-21H2,1-10H3
• InChI Key: AMBIWAREXJPCFC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₅₆O₄
• Molecular Weight: 528.80 g/mol
• Exact Mass: 528.41786026 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 9.50
• Atomic LogP (AlogP): 8.53
• 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	+	0.9942	99.42%
Caco-2	-	0.7364	73.64%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7774	77.74%
OATP2B1 inhibitior	-	0.7142	71.42%
OATP1B1 inhibitior	+	0.7882	78.82%
OATP1B3 inhibitior	+	0.8322	83.22%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9462	94.62%
P-glycoprotein inhibitior	+	0.7531	75.31%
P-glycoprotein substrate	-	0.6468	64.68%
CYP3A4 substrate	+	0.7269	72.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8683	86.83%
CYP3A4 inhibition	-	0.7676	76.76%
CYP2C9 inhibition	-	0.8869	88.69%
CYP2C19 inhibition	-	0.8504	85.04%
CYP2D6 inhibition	-	0.9684	96.84%
CYP1A2 inhibition	-	0.9695	96.95%
CYP2C8 inhibition	-	0.5700	57.00%
CYP inhibitory promiscuity	-	0.8598	85.98%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6720	67.20%
Eye corrosion	-	0.9892	98.92%
Eye irritation	-	0.9295	92.95%
Skin irritation	-	0.5127	51.27%
Skin corrosion	-	0.9683	96.83%
Ames mutagenesis	-	0.6254	62.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4077	40.77%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.6914	69.14%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.8328	83.28%
Acute Oral Toxicity (c)	III	0.8299	82.99%
Estrogen receptor binding	+	0.7533	75.33%
Androgen receptor binding	+	0.7173	71.73%
Thyroid receptor binding	+	0.5605	56.05%
Glucocorticoid receptor binding	+	0.7833	78.33%
Aromatase binding	+	0.7946	79.46%
PPAR gamma	+	0.6814	68.14%
Honey bee toxicity	-	0.6227	62.27%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
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	98.79%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.14%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.29%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.04%	91.11%
CHEMBL233	P35372	Mu opioid receptor	92.42%	97.93%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	91.51%	91.03%
CHEMBL240	Q12809	HERG	91.48%	89.76%
CHEMBL2581	P07339	Cathepsin D	91.27%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	91.19%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.19%	95.89%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	89.93%	97.47%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	87.62%	98.75%
CHEMBL2996	Q05655	Protein kinase C delta	87.41%	97.79%
CHEMBL340	P08684	Cytochrome P450 3A4	87.31%	91.19%
CHEMBL2413	P32246	C-C chemokine receptor type 1	86.54%	89.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.20%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.05%	82.69%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.93%	100.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	85.64%	85.31%
CHEMBL236	P41143	Delta opioid receptor	85.26%	99.35%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.38%	91.07%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.35%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.64%	93.00%
CHEMBL5028	O14672	ADAM10	83.48%	97.50%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	83.20%	96.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.13%	99.17%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.11%	96.61%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.95%	93.04%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.61%	96.47%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.40%	86.33%
CHEMBL202	P00374	Dihydrofolate reductase	82.19%	89.92%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.02%	97.09%
CHEMBL299	P17252	Protein kinase C alpha	81.73%	98.03%
CHEMBL1902	P62942	FK506-binding protein 1A	81.56%	97.05%
CHEMBL4040	P28482	MAP kinase ERK2	81.51%	83.82%
CHEMBL3474	P14555	Phospholipase A2 group IIA	81.51%	94.05%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.39%	93.56%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.37%	89.05%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.28%	92.62%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.52%	94.33%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.09%	95.71%

Plants that contains it

• Cucurbita moschata
• Trichosanthes ovigera

Cross-Links

• PubChem: 162869189
• LOTUS: LTS0250821
• wikiData: Q104914501