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

Details

• Internal ID: 8b678e75-be8e-437c-88c2-fd9adce57d9a
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cholestane steroids > Cholesterols and derivatives
• IUPAC Name: (2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-17-[(2S,4R,5R)-5-(3-hydroxy-3-methylbutyl)-2,4-dimethyl-1,3-dioxolan-4-yl]-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
• SMILES (Canonical): CC1OC(C(O1)(C)C2CCC3(C2(CCC4C3=CC(=O)C5C4(CC(C(C5)O)O)C)C)O)CCC(C)(C)O
• SMILES (Isomeric): C[C@H]1O[C@@H]([C@@](O1)(C)[C@H]2CC[C@@]3([C@@]2(CC[C@H]4C3=CC(=O)[C@H]5[C@@]4(C[C@@H]([C@@H](C5)O)O)C)C)O)CCC(C)(C)O
• InChI: InChI=1S/C29H46O7/c1-16-35-24(9-10-25(2,3)33)28(6,36-16)23-8-12-29(34)18-13-20(30)19-14-21(31)22(32)15-26(19,4)17(18)7-11-27(23,29)5/h13,16-17,19,21-24,31-34H,7-12,14-15H2,1-6H3/t16-,17-,19-,21+,22-,23-,24+,26+,27+,28+,29+/m0/s1
• InChI Key: NCPGKYAKIIXLRA-VFCLXSBCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₆O₇
• Molecular Weight: 506.70 g/mol
• Exact Mass: 506.32435380 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 3.26
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9875	98.75%
Caco-2	+	0.5184	51.84%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8363	83.63%
OATP2B1 inhibitior	-	0.5757	57.57%
OATP1B1 inhibitior	+	0.8398	83.98%
OATP1B3 inhibitior	+	0.9027	90.27%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6109	61.09%
P-glycoprotein inhibitior	-	0.5186	51.86%
P-glycoprotein substrate	+	0.5268	52.68%
CYP3A4 substrate	+	0.7059	70.59%
CYP2C9 substrate	-	0.8037	80.37%
CYP2D6 substrate	-	0.8883	88.83%
CYP3A4 inhibition	-	0.6127	61.27%
CYP2C9 inhibition	-	0.8367	83.67%
CYP2C19 inhibition	-	0.8282	82.82%
CYP2D6 inhibition	-	0.9407	94.07%
CYP1A2 inhibition	-	0.8942	89.42%
CYP2C8 inhibition	+	0.4507	45.07%
CYP inhibitory promiscuity	-	0.8604	86.04%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4437	44.37%
Eye corrosion	-	0.9918	99.18%
Eye irritation	-	0.9430	94.30%
Skin irritation	+	0.5889	58.89%
Skin corrosion	-	0.9279	92.79%
Ames mutagenesis	-	0.7870	78.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.3659	36.59%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5476	54.76%
skin sensitisation	-	0.8228	82.28%
Respiratory toxicity	+	0.8556	85.56%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.8286	82.86%
Acute Oral Toxicity (c)	III	0.4361	43.61%
Estrogen receptor binding	+	0.7024	70.24%
Androgen receptor binding	+	0.7628	76.28%
Thyroid receptor binding	+	0.5748	57.48%
Glucocorticoid receptor binding	+	0.8094	80.94%
Aromatase binding	+	0.7592	75.92%
PPAR gamma	+	0.5292	52.92%
Honey bee toxicity	-	0.7990	79.90%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9939	99.39%

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	99.53%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.77%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.39%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.98%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.28%	85.14%
CHEMBL2581	P07339	Cathepsin D	91.69%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.60%	96.61%
CHEMBL3922	P50579	Methionine aminopeptidase 2	91.05%	97.28%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.75%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.19%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.19%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.13%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.78%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.49%	82.69%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.41%	89.00%
CHEMBL2179	P04062	Beta-glucocerebrosidase	87.38%	85.31%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.83%	94.45%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	84.77%	94.78%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.57%	91.07%
CHEMBL1902	P62942	FK506-binding protein 1A	84.02%	97.05%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	83.16%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.15%	95.50%
CHEMBL226	P30542	Adenosine A1 receptor	80.94%	95.93%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	80.72%	96.77%
CHEMBL4581	P52732	Kinesin-like protein 1	80.43%	93.18%

Plants that contains it

• Serratula coronata

Cross-Links

• PubChem: 162933337
• LOTUS: LTS0047924
• wikiData: Q105177316