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

Details

• Internal ID: 3c5c87aa-e95e-4f2e-9a71-f5a48d2037a1
• 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: (6R)-6-[(3R,5S,7R,9S,10S,13R,14S,17R)-3,7-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylheptanoic acid
• SMILES (Canonical): CC(CCCC(C)C(=O)O)C1CCC2C1(CCC3C2C(CC4C3(CCC(C4)O)C)O)C
• SMILES (Isomeric): C[C@H](CCCC(C)C(=O)O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3C2[C@@H](C[C@H]4[C@@]3(CC[C@H](C4)O)C)O)C
• InChI: InChI=1S/C27H46O4/c1-16(6-5-7-17(2)25(30)31)20-8-9-21-24-22(11-13-27(20,21)4)26(3)12-10-19(28)14-18(26)15-23(24)29/h16-24,28-29H,5-15H2,1-4H3,(H,30,31)/t16-,17?,18+,19-,20-,21+,22+,23-,24?,26+,27-/m1/s1
• InChI Key: ITZYGDKGRKKBSN-KLYSAGIUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₆O₄
• Molecular Weight: 434.70 g/mol
• Exact Mass: 434.33960994 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 5.50
• H-Bond Acceptor: 3
• 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	+	0.9878	98.78%
Caco-2	-	0.7191	71.91%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7746	77.46%
OATP2B1 inhibitior	-	0.5688	56.88%
OATP1B1 inhibitior	+	0.7957	79.57%
OATP1B3 inhibitior	+	0.9479	94.79%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6053	60.53%
P-glycoprotein inhibitior	-	0.5329	53.29%
P-glycoprotein substrate	-	0.5125	51.25%
CYP3A4 substrate	+	0.7535	75.35%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8413	84.13%
CYP3A4 inhibition	-	0.8405	84.05%
CYP2C9 inhibition	-	0.9456	94.56%
CYP2C19 inhibition	-	0.9707	97.07%
CYP2D6 inhibition	-	0.9781	97.81%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	-	0.8408	84.08%
CYP inhibitory promiscuity	-	0.9563	95.63%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7446	74.46%
Eye corrosion	-	0.9960	99.60%
Eye irritation	-	0.9321	93.21%
Skin irritation	+	0.7839	78.39%
Skin corrosion	-	0.9405	94.05%
Ames mutagenesis	+	0.6522	65.22%
Human Ether-a-go-go-Related Gene inhibition	-	0.6343	63.43%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.5254	52.54%
skin sensitisation	-	0.8126	81.26%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	1.0000	100.00%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	-	0.7323	73.23%
Acute Oral Toxicity (c)	III	0.7739	77.39%
Estrogen receptor binding	+	0.5833	58.33%
Androgen receptor binding	+	0.6860	68.60%
Thyroid receptor binding	+	0.6507	65.07%
Glucocorticoid receptor binding	+	0.7070	70.70%
Aromatase binding	+	0.5590	55.90%
PPAR gamma	+	0.6243	62.43%
Honey bee toxicity	-	0.8568	85.68%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9848	98.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	98.26%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.86%	96.09%
CHEMBL2179	P04062	Beta-glucocerebrosidase	96.46%	85.31%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.63%	97.25%
CHEMBL237	P41145	Kappa opioid receptor	91.94%	98.10%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.31%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	90.96%	90.71%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.78%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	88.93%	95.93%
CHEMBL220	P22303	Acetylcholinesterase	88.77%	94.45%
CHEMBL2581	P07339	Cathepsin D	88.44%	98.95%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.62%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.45%	93.56%
CHEMBL236	P41143	Delta opioid receptor	86.31%	99.35%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.28%	97.09%
CHEMBL2514	O95665	Neurotensin receptor 2	84.94%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.84%	93.00%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	84.50%	96.03%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.03%	91.11%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.47%	93.04%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.77%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.83%	96.47%
CHEMBL5028	O14672	ADAM10	81.59%	97.50%
CHEMBL340	P08684	Cytochrome P450 3A4	81.47%	91.19%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.72%	82.69%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	80.37%	97.50%

Plants that contains it

• Lycopus lucidus

Cross-Links

• PubChem: 53477686
• NPASS: NPC258174