[(3R,5R,6S,8R,9S,10R,13S,14R,17R)-6-acetyloxy-17-[(2S,3S)-3,6-dihydroxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate

Details

• Internal ID: 7b0a0806-6674-40dc-b2a7-6350e501458c
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives > Dihydroxy bile acids, alcohols and derivatives
• IUPAC Name: [(3R,5R,6S,8R,9S,10R,13S,14R,17R)-6-acetyloxy-17-[(2S,3S)-3,6-dihydroxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate
• SMILES (Canonical): CC(C1CCC2C1(CCC3C2CC(C4C3(CCC(C4)OC(=O)C)C)OC(=O)C)C)C(CCC(C)(C)O)O
• SMILES (Isomeric): C[C@@H]([C@H]1CC[C@H]2[C@@]1(CC[C@H]3[C@@H]2C[C@@H]([C@H]4[C@@]3(CC[C@H](C4)OC(=O)C)C)OC(=O)C)C)[C@H](CCC(C)(C)O)O
• InChI: InChI=1S/C31H52O6/c1-18(27(34)12-13-29(4,5)35)23-8-9-24-22-17-28(37-20(3)33)26-16-21(36-19(2)32)10-14-31(26,7)25(22)11-15-30(23,24)6/h18,21-28,34-35H,8-17H2,1-7H3/t18-,21+,22+,23+,24+,25-,26-,27-,28-,30+,31+/m0/s1
• InChI Key: QWTSGPWKNZDHBY-WHAUDGGJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₅₂O₆
• Molecular Weight: 520.70 g/mol
• Exact Mass: 520.37638937 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 6.20
• Atomic LogP (AlogP): 5.67
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9859	98.59%
Caco-2	-	0.7131	71.31%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8746	87.46%
OATP2B1 inhibitior	-	0.5666	56.66%
OATP1B1 inhibitior	+	0.8962	89.62%
OATP1B3 inhibitior	+	0.8225	82.25%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8771	87.71%
P-glycoprotein inhibitior	+	0.6863	68.63%
P-glycoprotein substrate	-	0.5527	55.27%
CYP3A4 substrate	+	0.7248	72.48%
CYP2C9 substrate	-	0.8254	82.54%
CYP2D6 substrate	-	0.8496	84.96%
CYP3A4 inhibition	-	0.8075	80.75%
CYP2C9 inhibition	-	0.9004	90.04%
CYP2C19 inhibition	-	0.9432	94.32%
CYP2D6 inhibition	-	0.9748	97.48%
CYP1A2 inhibition	-	0.9299	92.99%
CYP2C8 inhibition	-	0.5939	59.39%
CYP inhibitory promiscuity	-	0.9390	93.90%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7614	76.14%
Eye corrosion	-	0.9940	99.40%
Eye irritation	-	0.9293	92.93%
Skin irritation	+	0.6041	60.41%
Skin corrosion	-	0.9527	95.27%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6703	67.03%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.6553	65.53%
skin sensitisation	-	0.8241	82.41%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.8310	83.10%
Acute Oral Toxicity (c)	III	0.6358	63.58%
Estrogen receptor binding	+	0.7253	72.53%
Androgen receptor binding	+	0.6137	61.37%
Thyroid receptor binding	-	0.5723	57.23%
Glucocorticoid receptor binding	+	0.6572	65.72%
Aromatase binding	+	0.6311	63.11%
PPAR gamma	+	0.5698	56.98%
Honey bee toxicity	-	0.7237	72.37%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9936	99.36%

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	99.64%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.94%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.86%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	95.99%	97.79%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.53%	94.45%
CHEMBL2581	P07339	Cathepsin D	93.84%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	92.78%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.64%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	89.54%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.25%	82.69%
CHEMBL340	P08684	Cytochrome P450 3A4	87.31%	91.19%
CHEMBL2094135	Q96BI3	Gamma-secretase	87.31%	98.05%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.74%	96.38%
CHEMBL2413	P32246	C-C chemokine receptor type 1	86.28%	89.50%
CHEMBL284	P27487	Dipeptidyl peptidase IV	85.98%	95.69%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	85.89%	98.75%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.21%	96.77%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	84.67%	99.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.36%	100.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	84.24%	94.08%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.72%	93.04%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.70%	91.03%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.64%	85.14%
CHEMBL2179	P04062	Beta-glucocerebrosidase	83.49%	85.31%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.15%	94.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.12%	100.00%
CHEMBL222	P23975	Norepinephrine transporter	82.82%	96.06%
CHEMBL255	P29275	Adenosine A2b receptor	82.72%	98.59%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	82.62%	95.71%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	82.34%	97.29%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	82.27%	92.68%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	82.07%	89.05%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.18%	97.14%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	81.13%	95.36%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.68%	92.62%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163195371
• LOTUS: LTS0080624
• wikiData: Q105229390