[(3S,5R,9R,10R,13S,14S,17S)-4,4,10,13,14-pentamethyl-17-[(3S,5R)-5-(2-methylprop-1-enyl)oxolan-3-yl]-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate

Details

• Internal ID: 108eb421-b6d5-47b1-a341-de4d84a222ef
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [(3S,5R,9R,10R,13S,14S,17S)-4,4,10,13,14-pentamethyl-17-[(3S,5R)-5-(2-methylprop-1-enyl)oxolan-3-yl]-2,3,5,6,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate
• SMILES (Canonical): CC(=CC1CC(CO1)C2CCC3(C2(CCC4C3=CCC5C4(CCC(C5(C)C)OC(=O)C)C)C)C)C
• SMILES (Isomeric): CC(=C[C@H]1C[C@H](CO1)[C@@H]2CC[C@]3([C@]2(CC[C@H]4C3=CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OC(=O)C)C)C)C)C
• InChI: InChI=1S/C32H50O3/c1-20(2)17-23-18-22(19-34-23)24-11-15-32(8)26-9-10-27-29(4,5)28(35-21(3)33)13-14-30(27,6)25(26)12-16-31(24,32)7/h9,17,22-25,27-28H,10-16,18-19H2,1-8H3/t22-,23+,24+,25+,27+,28+,30-,31+,32-/m1/s1
• InChI Key: GCJOXAMAXWKXSP-MYFGCQQJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₅₀O₃
• Molecular Weight: 482.70 g/mol
• Exact Mass: 482.37599545 g/mol
• Topological Polar Surface Area (TPSA): 35.50 Ų
• XlogP: 8.30
• Atomic LogP (AlogP): 7.89
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 3

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	-	0.5571	55.71%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8302	83.02%
OATP2B1 inhibitior	-	0.8637	86.37%
OATP1B1 inhibitior	+	0.7717	77.17%
OATP1B3 inhibitior	+	0.9421	94.21%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.9490	94.90%
P-glycoprotein inhibitior	+	0.7498	74.98%
P-glycoprotein substrate	-	0.7178	71.78%
CYP3A4 substrate	+	0.7257	72.57%
CYP2C9 substrate	-	0.8006	80.06%
CYP2D6 substrate	-	0.8582	85.82%
CYP3A4 inhibition	-	0.7458	74.58%
CYP2C9 inhibition	-	0.7461	74.61%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.9214	92.14%
CYP1A2 inhibition	-	0.7844	78.44%
CYP2C8 inhibition	+	0.6402	64.02%
CYP inhibitory promiscuity	-	0.6091	60.91%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5045	50.45%
Eye corrosion	-	0.9873	98.73%
Eye irritation	-	0.9377	93.77%
Skin irritation	-	0.6662	66.62%
Skin corrosion	-	0.9564	95.64%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7380	73.80%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	-	0.6084	60.84%
skin sensitisation	-	0.7579	75.79%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6884	68.84%
Acute Oral Toxicity (c)	III	0.6290	62.90%
Estrogen receptor binding	+	0.7789	77.89%
Androgen receptor binding	+	0.7445	74.45%
Thyroid receptor binding	+	0.6462	64.62%
Glucocorticoid receptor binding	+	0.8477	84.77%
Aromatase binding	+	0.7770	77.70%
PPAR gamma	+	0.7434	74.34%
Honey bee toxicity	-	0.5718	57.18%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5845	58.45%
Fish aquatic toxicity	+	0.9967	99.67%

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	97.54%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.99%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.61%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.68%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.27%	82.69%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.88%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.80%	96.77%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.07%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	84.35%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.16%	89.00%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.94%	97.28%
CHEMBL5028	O14672	ADAM10	83.57%	97.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.38%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.02%	91.07%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.54%	97.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.39%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.25%	86.33%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.22%	92.94%

Plants that contains it

• Cornus capitata

Cross-Links

• PubChem: 162847448
• LOTUS: LTS0171204
• wikiData: Q105006319