[(Z,6S)-6-[(5R,9R,10R,13S,14R,17S)-4,4,10,13,14-pentamethyl-3-oxo-1,2,5,6,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]hept-2-en-2-yl] acetate

Details

• Internal ID: be06b6fd-1dbc-487c-ab8e-858d5b1ec7bf
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cholestane steroids > Cholesterols and derivatives
• IUPAC Name: [(Z,6S)-6-[(5R,9R,10R,13S,14R,17S)-4,4,10,13,14-pentamethyl-3-oxo-1,2,5,6,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-17-yl]hept-2-en-2-yl] acetate
• SMILES (Canonical): CC(CCC=C(C)OC(=O)C)C1CCC2(C1(CCC3C2=CCC4C3(CCC(=O)C4(C)C)C)C)C
• SMILES (Isomeric): C[C@@H](CC/C=C(/C)\OC(=O)C)[C@@H]1CC[C@@]2([C@]1(CC[C@H]3C2=CC[C@@H]4[C@@]3(CCC(=O)C4(C)C)C)C)C
• InChI: InChI=1S/C31H48O3/c1-20(10-9-11-21(2)34-22(3)32)23-14-18-31(8)25-12-13-26-28(4,5)27(33)16-17-29(26,6)24(25)15-19-30(23,31)7/h11-12,20,23-24,26H,9-10,13-19H2,1-8H3/b21-11-/t20-,23-,24-,26-,29+,30-,31-/m0/s1
• InChI Key: CPCFBZYFZIZZCJ-VNSULCCZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₈O₃
• Molecular Weight: 468.70 g/mol
• Exact Mass: 468.36034539 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 7.80
• Atomic LogP (AlogP): 8.04
• H-Bond Acceptor: 3
• 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	+	0.5000	50.00%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8296	82.96%
OATP2B1 inhibitior	-	0.7262	72.62%
OATP1B1 inhibitior	+	0.8298	82.98%
OATP1B3 inhibitior	-	0.3544	35.44%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.9684	96.84%
P-glycoprotein inhibitior	+	0.7633	76.33%
P-glycoprotein substrate	-	0.6024	60.24%
CYP3A4 substrate	+	0.6623	66.23%
CYP2C9 substrate	-	0.8012	80.12%
CYP2D6 substrate	-	0.8578	85.78%
CYP3A4 inhibition	-	0.8308	83.08%
CYP2C9 inhibition	-	0.8046	80.46%
CYP2C19 inhibition	-	0.5233	52.33%
CYP2D6 inhibition	-	0.9553	95.53%
CYP1A2 inhibition	-	0.9523	95.23%
CYP2C8 inhibition	+	0.4524	45.24%
CYP inhibitory promiscuity	-	0.6875	68.75%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5295	52.95%
Eye corrosion	-	0.9925	99.25%
Eye irritation	-	0.9377	93.77%
Skin irritation	+	0.5290	52.90%
Skin corrosion	-	0.9706	97.06%
Ames mutagenesis	-	0.7354	73.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6880	68.80%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	-	0.6822	68.22%
skin sensitisation	-	0.5441	54.41%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6689	66.89%
Acute Oral Toxicity (c)	III	0.8613	86.13%
Estrogen receptor binding	+	0.7675	76.75%
Androgen receptor binding	+	0.7689	76.89%
Thyroid receptor binding	+	0.7009	70.09%
Glucocorticoid receptor binding	+	0.8739	87.39%
Aromatase binding	+	0.7615	76.15%
PPAR gamma	+	0.6325	63.25%
Honey bee toxicity	-	0.8188	81.88%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.64%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.20%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.61%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.36%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.64%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.64%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.47%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	86.93%	94.75%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.80%	82.69%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.29%	93.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	85.85%	90.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.81%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.59%	93.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.43%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.37%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	83.16%	91.07%
CHEMBL340	P08684	Cytochrome P450 3A4	80.78%	91.19%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.71%	99.23%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	80.12%	94.78%

Plants that contains it

• Schinus terebinthifolia

Cross-Links

• PubChem: 163185116
• LOTUS: LTS0256561
• wikiData: Q104967430