[(1S)-1-[(3S,8S,9R,10R,12R,13R,14R,17S)-3,8,12,14,17-pentahydroxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-17-yl]ethyl] (E)-3-phenylprop-2-enoate

Details

• Internal ID: 8aea88fa-a65f-42fe-bdae-17bc5f274ff3
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Pregnane steroids > Gluco/mineralocorticoids, progestogins and derivatives
• IUPAC Name: [(1S)-1-[(3S,8S,9R,10R,12R,13R,14R,17S)-3,8,12,14,17-pentahydroxy-10,13-dimethyl-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-17-yl]ethyl] (E)-3-phenylprop-2-enoate
• SMILES (Canonical): CC(C1(CCC2(C1(C(CC3C2(CC=C4C3(CCC(C4)O)C)O)O)C)O)O)OC(=O)C=CC5=CC=CC=C5
• SMILES (Isomeric): C[C@@H]([C@@]1(CC[C@]2([C@@]1([C@@H](C[C@H]3[C@]2(CC=C4[C@@]3(CC[C@@H](C4)O)C)O)O)C)O)O)OC(=O)/C=C/C5=CC=CC=C5
• InChI: InChI=1S/C30H40O7/c1-19(37-25(33)10-9-20-7-5-4-6-8-20)28(34)15-16-30(36)27(28,3)24(32)18-23-26(2)13-12-22(31)17-21(26)11-14-29(23,30)35/h4-11,19,22-24,31-32,34-36H,12-18H2,1-3H3/b10-9+/t19-,22-,23+,24+,26-,27+,28+,29-,30+/m0/s1
• InChI Key: FNMVGTWMHCRREL-XKUIIKJLSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₀O₇
• Molecular Weight: 512.60 g/mol
• Exact Mass: 512.27740361 g/mol
• Topological Polar Surface Area (TPSA): 127.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.89
• H-Bond Acceptor: 7
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9821	98.21%
Caco-2	-	0.8043	80.43%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7666	76.66%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8797	87.97%
OATP1B3 inhibitior	-	0.2288	22.88%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8571	85.71%
BSEP inhibitior	+	0.9714	97.14%
P-glycoprotein inhibitior	-	0.4874	48.74%
P-glycoprotein substrate	+	0.6214	62.14%
CYP3A4 substrate	+	0.7012	70.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8834	88.34%
CYP3A4 inhibition	-	0.8495	84.95%
CYP2C9 inhibition	-	0.7735	77.35%
CYP2C19 inhibition	-	0.7264	72.64%
CYP2D6 inhibition	-	0.9317	93.17%
CYP1A2 inhibition	-	0.6536	65.36%
CYP2C8 inhibition	+	0.7424	74.24%
CYP inhibitory promiscuity	-	0.9173	91.73%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5994	59.94%
Eye corrosion	-	0.9943	99.43%
Eye irritation	-	0.9406	94.06%
Skin irritation	+	0.6081	60.81%
Skin corrosion	-	0.9382	93.82%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8352	83.52%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5166	51.66%
skin sensitisation	-	0.8343	83.43%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	1.0000	100.00%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.8760	87.60%
Acute Oral Toxicity (c)	IV	0.3340	33.40%
Estrogen receptor binding	+	0.8197	81.97%
Androgen receptor binding	+	0.7712	77.12%
Thyroid receptor binding	+	0.5933	59.33%
Glucocorticoid receptor binding	+	0.7648	76.48%
Aromatase binding	+	0.7511	75.11%
PPAR gamma	+	0.6105	61.05%
Honey bee toxicity	-	0.6704	67.04%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5945	59.45%
Fish aquatic toxicity	+	0.9972	99.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	98.46%	90.17%
CHEMBL2581	P07339	Cathepsin D	95.49%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.35%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.04%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.88%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.67%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.40%	96.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	92.40%	94.62%
CHEMBL226	P30542	Adenosine A1 receptor	91.31%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.44%	89.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	89.20%	94.08%
CHEMBL3359	P21462	Formyl peptide receptor 1	88.97%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.79%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.38%	100.00%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	87.56%	95.00%
CHEMBL5028	O14672	ADAM10	85.28%	97.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.00%	96.47%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.56%	95.89%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.10%	93.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.04%	91.07%

Plants that contains it

• Marsdenia tinctoria
• Orthosia guilleminiana

Cross-Links

• PubChem: 14411663
• LOTUS: LTS0131310
• wikiData: Q104400205