(2S,3R,5R,10R,13R)-17-[(2R)-5-ethyl-2,3,6-trihydroxy-6-methylheptan-2-yl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one

Details

• Internal ID: d8a174ee-f4cf-4c00-a03a-7dc29ec77ff4
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
• IUPAC Name: (2S,3R,5R,10R,13R)-17-[(2R)-5-ethyl-2,3,6-trihydroxy-6-methylheptan-2-yl]-2,3,14-trihydroxy-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
• SMILES (Canonical): CCC(CC(C(C)(C1CCC2(C1(CCC3C2=CC(=O)C4C3(CC(C(C4)O)O)C)C)O)O)O)C(C)(C)O
• SMILES (Isomeric): CCC(CC([C@@](C)(C1CCC2([C@@]1(CCC3C2=CC(=O)[C@H]4[C@@]3(C[C@@H]([C@@H](C4)O)O)C)C)O)O)O)C(C)(C)O
• InChI: InChI=1S/C29H48O7/c1-7-16(25(2,3)34)12-24(33)28(6,35)23-9-11-29(36)18-13-20(30)19-14-21(31)22(32)15-26(19,4)17(18)8-10-27(23,29)5/h13,16-17,19,21-24,31-36H,7-12,14-15H2,1-6H3/t16?,17?,19-,21+,22-,23?,24?,26+,27+,28+,29?/m0/s1
• InChI Key: CIQDSODCPIIBBH-OWQLDQOQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₈O₇
• Molecular Weight: 508.70 g/mol
• Exact Mass: 508.34000387 g/mol
• Topological Polar Surface Area (TPSA): 138.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 2.49
• H-Bond Acceptor: 7
• H-Bond Donor: 6
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9962	99.62%
Caco-2	-	0.5993	59.93%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7902	79.02%
OATP2B1 inhibitior	-	0.5727	57.27%
OATP1B1 inhibitior	+	0.9016	90.16%
OATP1B3 inhibitior	+	0.9692	96.92%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.7603	76.03%
P-glycoprotein inhibitior	-	0.6282	62.82%
P-glycoprotein substrate	+	0.5931	59.31%
CYP3A4 substrate	+	0.6877	68.77%
CYP2C9 substrate	-	0.8086	80.86%
CYP2D6 substrate	-	0.8838	88.38%
CYP3A4 inhibition	-	0.6950	69.50%
CYP2C9 inhibition	-	0.8563	85.63%
CYP2C19 inhibition	-	0.8134	81.34%
CYP2D6 inhibition	-	0.9296	92.96%
CYP1A2 inhibition	-	0.9280	92.80%
CYP2C8 inhibition	-	0.5728	57.28%
CYP inhibitory promiscuity	-	0.7985	79.85%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6779	67.79%
Eye corrosion	-	0.9942	99.42%
Eye irritation	-	0.9388	93.88%
Skin irritation	+	0.6446	64.46%
Skin corrosion	-	0.9469	94.69%
Ames mutagenesis	-	0.7170	71.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4566	45.66%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.5048	50.48%
skin sensitisation	-	0.7130	71.30%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.8667	86.67%
Acute Oral Toxicity (c)	III	0.4464	44.64%
Estrogen receptor binding	+	0.7598	75.98%
Androgen receptor binding	+	0.7446	74.46%
Thyroid receptor binding	+	0.6145	61.45%
Glucocorticoid receptor binding	+	0.7452	74.52%
Aromatase binding	+	0.6782	67.82%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8137	81.37%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9956	99.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.62%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.30%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.17%	85.14%
CHEMBL2581	P07339	Cathepsin D	96.96%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.54%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.29%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	93.28%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.61%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.21%	100.00%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	89.45%	94.78%
CHEMBL221	P23219	Cyclooxygenase-1	88.77%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.00%	95.89%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	85.81%	91.07%
CHEMBL1871	P10275	Androgen Receptor	85.47%	96.43%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	85.39%	90.24%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.01%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.78%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.58%	86.33%
CHEMBL220	P22303	Acetylcholinesterase	82.43%	94.45%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.78%	93.04%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.60%	96.90%

Plants that contains it

• Podocarpus macrophyllus

Cross-Links

• PubChem: 5318966
• NPASS: NPC73516