[(2S,3S,9S,10R,13S,14S,17R)-17-[(2R,3S)-2,3-dihydroxy-6-methylheptan-2-yl]-3-hydroxy-10,13-dimethyl-6-oxo-1,2,3,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-2-yl] acetate

Details

• Internal ID: eebb0d1d-3a29-4f7a-8d8b-20080432f3ee
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives > Trihydroxy bile acids, alcohols and derivatives
• IUPAC Name: [(2S,3S,9S,10R,13S,14S,17R)-17-[(2R,3S)-2,3-dihydroxy-6-methylheptan-2-yl]-3-hydroxy-10,13-dimethyl-6-oxo-1,2,3,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-2-yl] acetate
• SMILES (Canonical): CC(C)CCC(C(C)(C1CCC2C1(CCC3C2=CC(=O)C4=CC(C(CC34C)OC(=O)C)O)C)O)O
• SMILES (Isomeric): CC(C)CC[C@@H]([C@@](C)([C@@H]1CC[C@H]2[C@@]1(CC[C@H]3C2=CC(=O)C4=C[C@@H]([C@H](C[C@]34C)OC(=O)C)O)C)O)O
• InChI: InChI=1S/C29H44O6/c1-16(2)7-10-26(33)29(6,34)25-9-8-19-18-13-22(31)21-14-23(32)24(35-17(3)30)15-28(21,5)20(18)11-12-27(19,25)4/h13-14,16,19-20,23-26,32-34H,7-12,15H2,1-6H3/t19-,20+,23+,24+,25-,26+,27+,28-,29-/m1/s1
• InChI Key: RMENLPCGRPPGAV-RMCSFTSASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₄O₆
• Molecular Weight: 488.70 g/mol
• Exact Mass: 488.31378912 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.12
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9864	98.64%
Caco-2	-	0.6575	65.75%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8869	88.69%
OATP2B1 inhibitior	-	0.7186	71.86%
OATP1B1 inhibitior	+	0.8828	88.28%
OATP1B3 inhibitior	-	0.3276	32.76%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7532	75.32%
BSEP inhibitior	+	0.9530	95.30%
P-glycoprotein inhibitior	-	0.4791	47.91%
P-glycoprotein substrate	+	0.5810	58.10%
CYP3A4 substrate	+	0.7234	72.34%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.9063	90.63%
CYP3A4 inhibition	-	0.7658	76.58%
CYP2C9 inhibition	-	0.8151	81.51%
CYP2C19 inhibition	-	0.8483	84.83%
CYP2D6 inhibition	-	0.9454	94.54%
CYP1A2 inhibition	-	0.8927	89.27%
CYP2C8 inhibition	-	0.5831	58.31%
CYP inhibitory promiscuity	-	0.9088	90.88%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7145	71.45%
Eye corrosion	-	0.9941	99.41%
Eye irritation	-	0.9491	94.91%
Skin irritation	+	0.6610	66.10%
Skin corrosion	-	0.9504	95.04%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6814	68.14%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5175	51.75%
skin sensitisation	-	0.7838	78.38%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.7878	78.78%
Acute Oral Toxicity (c)	IV	0.4457	44.57%
Estrogen receptor binding	+	0.7407	74.07%
Androgen receptor binding	+	0.6285	62.85%
Thyroid receptor binding	+	0.5711	57.11%
Glucocorticoid receptor binding	+	0.7490	74.90%
Aromatase binding	+	0.6651	66.51%
PPAR gamma	+	0.5430	54.30%
Honey bee toxicity	-	0.8132	81.32%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
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
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	99.09%	85.14%
CHEMBL2581	P07339	Cathepsin D	98.94%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.47%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.34%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.08%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.33%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	93.59%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.82%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.53%	82.69%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	89.90%	94.23%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.80%	96.77%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.68%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.23%	95.89%
CHEMBL3975	P09467	Fructose-1,6-bisphosphatase	89.07%	92.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.32%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	87.01%	90.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.70%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	85.57%	93.04%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.46%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.20%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.18%	89.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.17%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.44%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.27%	86.33%
CHEMBL5028	O14672	ADAM10	83.70%	97.50%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	82.81%	97.29%
CHEMBL332	P03956	Matrix metalloproteinase-1	82.27%	94.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.71%	94.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.42%	92.62%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.98%	95.71%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	80.49%	96.37%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.07%	93.03%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162889030
• LOTUS: LTS0108808
• wikiData: Q105240733