(2S,3R,5R,10R,13R,17S)-17-[(2R)-2,3-dihydroxy-5-(1-hydroxyethyl)-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: 09450d61-6eee-49d6-a83e-6c751215b753
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Stigmastanes and derivatives
• IUPAC Name: (2S,3R,5R,10R,13R,17S)-17-[(2R)-2,3-dihydroxy-5-(1-hydroxyethyl)-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): CC(C)C(CC(C(C)(C1CCC2(C1(CCC3C2=CC(=O)C4C3(CC(C(C4)O)O)C)C)O)O)O)C(C)O
• SMILES (Isomeric): CC(C)C(CC([C@@](C)([C@H]1CCC2([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)O
• InChI: InChI=1S/C29H48O7/c1-15(2)17(16(3)30)11-25(34)28(6,35)24-8-10-29(36)19-12-21(31)20-13-22(32)23(33)14-26(20,4)18(19)7-9-27(24,29)5/h12,15-18,20,22-25,30,32-36H,7-11,13-14H2,1-6H3/t16?,17?,18?,20-,22+,23-,24-,25?,26+,27+,28+,29?/m0/s1
• InChI Key: FGBRCLVMUKRABR-ZQSRMBIWSA-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: 1.50
• Atomic LogP (AlogP): 2.35
• 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	+	0.9938	99.38%
Caco-2	-	0.5702	57.02%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8310	83.10%
OATP2B1 inhibitior	-	0.5772	57.72%
OATP1B1 inhibitior	+	0.9095	90.95%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.4724	47.24%
P-glycoprotein inhibitior	-	0.6034	60.34%
P-glycoprotein substrate	+	0.5723	57.23%
CYP3A4 substrate	+	0.6840	68.40%
CYP2C9 substrate	-	0.8086	80.86%
CYP2D6 substrate	-	0.8838	88.38%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.8690	86.90%
CYP2C19 inhibition	-	0.8364	83.64%
CYP2D6 inhibition	-	0.9516	95.16%
CYP1A2 inhibition	-	0.9278	92.78%
CYP2C8 inhibition	-	0.6396	63.96%
CYP inhibitory promiscuity	-	0.8761	87.61%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6900	69.00%
Eye corrosion	-	0.9944	99.44%
Eye irritation	-	0.9403	94.03%
Skin irritation	+	0.6543	65.43%
Skin corrosion	-	0.9489	94.89%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4841	48.41%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.5246	52.46%
skin sensitisation	-	0.7034	70.34%
Respiratory toxicity	+	0.8222	82.22%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.8315	83.15%
Acute Oral Toxicity (c)	III	0.5365	53.65%
Estrogen receptor binding	+	0.7506	75.06%
Androgen receptor binding	+	0.7282	72.82%
Thyroid receptor binding	+	0.5962	59.62%
Glucocorticoid receptor binding	+	0.7222	72.22%
Aromatase binding	+	0.6309	63.09%
PPAR gamma	+	0.5443	54.43%
Honey bee toxicity	-	0.8072	80.72%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9934	99.34%

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	99.60%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.19%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.11%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.48%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	96.90%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.41%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.20%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.30%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.01%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.13%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	89.20%	90.17%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	89.03%	94.78%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.66%	91.07%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.91%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.05%	97.14%
CHEMBL1871	P10275	Androgen Receptor	83.28%	96.43%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.90%	94.45%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	82.85%	90.24%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.00%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.15%	96.77%

Plants that contains it

• Podocarpus macrophyllus

Cross-Links

• PubChem: 5319226
• NPASS: NPC51160