[(5R,6R)-5,6-dihydroxy-2-methyl-6-[(1S,2R,3R,5R,9R,10R,13R,14S,17S)-1,2,3,14-tetrahydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]heptan-2-yl] acetate

Details

• Internal ID: 73be4a48-b69c-498e-affa-d8017211ca8a
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives
• IUPAC Name: [(5R,6R)-5,6-dihydroxy-2-methyl-6-[(1S,2R,3R,5R,9R,10R,13R,14S,17S)-1,2,3,14-tetrahydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]heptan-2-yl] acetate
• SMILES (Canonical): CC(=O)OC(C)(C)CCC(C(C)(C1CCC2(C1(CCC3C2=CC(=O)C4C3(C(C(C(C4)O)O)O)C)C)O)O)O
• SMILES (Isomeric): CC(=O)OC(C)(C)CC[C@H]([C@@](C)([C@H]1CC[C@@]2([C@@]1(CC[C@H]3C2=CC(=O)[C@H]4[C@@]3([C@@H]([C@@H]([C@@H](C4)O)O)O)C)C)O)O)O
• InChI: InChI=1S/C29H46O9/c1-15(30)38-25(2,3)10-9-22(33)28(6,36)21-8-12-29(37)17-13-19(31)18-14-20(32)23(34)24(35)27(18,5)16(17)7-11-26(21,29)4/h13,16,18,20-24,32-37H,7-12,14H2,1-6H3/t16-,18-,20+,21-,22+,23+,24+,26+,27+,28+,29+/m0/s1
• InChI Key: QMXDANIONYZQEX-NAIDWPAJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₄₆O₉
• Molecular Weight: 538.70 g/mol
• Exact Mass: 538.31418304 g/mol
• Topological Polar Surface Area (TPSA): 165.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 1.40
• H-Bond Acceptor: 9
• 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	+	0.9729	97.29%
Caco-2	-	0.7102	71.02%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8440	84.40%
OATP2B1 inhibitior	-	0.5728	57.28%
OATP1B1 inhibitior	+	0.8959	89.59%
OATP1B3 inhibitior	-	0.3652	36.52%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7782	77.82%
BSEP inhibitior	+	0.8714	87.14%
P-glycoprotein inhibitior	-	0.4685	46.85%
P-glycoprotein substrate	+	0.6237	62.37%
CYP3A4 substrate	+	0.7131	71.31%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.9063	90.63%
CYP3A4 inhibition	-	0.7972	79.72%
CYP2C9 inhibition	-	0.7564	75.64%
CYP2C19 inhibition	-	0.7996	79.96%
CYP2D6 inhibition	-	0.9508	95.08%
CYP1A2 inhibition	-	0.8775	87.75%
CYP2C8 inhibition	-	0.5617	56.17%
CYP inhibitory promiscuity	-	0.9189	91.89%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7027	70.27%
Eye corrosion	-	0.9930	99.30%
Eye irritation	-	0.9279	92.79%
Skin irritation	+	0.6320	63.20%
Skin corrosion	-	0.9404	94.04%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6845	68.45%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5749	57.49%
skin sensitisation	-	0.8358	83.58%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9889	98.89%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.8501	85.01%
Acute Oral Toxicity (c)	I	0.4699	46.99%
Estrogen receptor binding	+	0.7052	70.52%
Androgen receptor binding	+	0.7320	73.20%
Thyroid receptor binding	-	0.4921	49.21%
Glucocorticoid receptor binding	+	0.7615	76.15%
Aromatase binding	+	0.7508	75.08%
PPAR gamma	+	0.5189	51.89%
Honey bee toxicity	-	0.7700	77.00%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9966	99.66%

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	99.24%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.92%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.15%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.71%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.17%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.72%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	94.06%	82.69%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.37%	95.89%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	90.15%	94.78%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.17%	91.07%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.90%	94.45%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	88.46%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.41%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.83%	89.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.23%	95.56%
CHEMBL1902	P62942	FK506-binding protein 1A	83.69%	97.05%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.60%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.36%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.70%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.18%	95.89%
CHEMBL2179	P04062	Beta-glucocerebrosidase	80.89%	85.31%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.55%	95.71%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.27%	94.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	80.19%	93.04%
CHEMBL340	P08684	Cytochrome P450 3A4	80.16%	91.19%
CHEMBL5028	O14672	ADAM10	80.15%	97.50%

Plants that contains it

• Silene brahuica

Cross-Links

• PubChem: 21592302
• LOTUS: LTS0063243
• wikiData: Q105224224