(2R)-2-[(3S,5S,8R,9S,10S,13S,14S,16R,17R)-3,16-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]-6-methylheptanoic acid

Details

• Internal ID: f4fd6ab4-d1c8-4c86-9ec9-454c0a498eb3
• 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: (2R)-2-[(3S,5S,8R,9S,10S,13S,14S,16R,17R)-3,16-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]-6-methylheptanoic acid
• SMILES (Canonical): CC(C)CCCC(C1C(CC2C1(CCC3C2CCC4C3(CCC(C4)O)C)C)O)C(=O)O
• SMILES (Isomeric): CC(C)CCC[C@H]([C@H]1[C@@H](C[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@@H]4[C@@]3(CC[C@@H](C4)O)C)C)O)C(=O)O
• InChI: InChI=1S/C27H46O4/c1-16(2)6-5-7-20(25(30)31)24-23(29)15-22-19-9-8-17-14-18(28)10-12-26(17,3)21(19)11-13-27(22,24)4/h16-24,28-29H,5-15H2,1-4H3,(H,30,31)/t17-,18-,19+,20+,21-,22-,23+,24-,26-,27-/m0/s1
• InChI Key: RFFGURXMMBLWTB-RXIXQGNGSA-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	+	0.9900	99.00%
Caco-2	-	0.6161	61.61%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8220	82.20%
OATP2B1 inhibitior	-	0.5853	58.53%
OATP1B1 inhibitior	+	0.8230	82.30%
OATP1B3 inhibitior	+	0.9271	92.71%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.5617	56.17%
P-glycoprotein inhibitior	-	0.5354	53.54%
P-glycoprotein substrate	+	0.5447	54.47%
CYP3A4 substrate	+	0.7222	72.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8413	84.13%
CYP3A4 inhibition	-	0.8635	86.35%
CYP2C9 inhibition	-	0.9365	93.65%
CYP2C19 inhibition	-	0.9645	96.45%
CYP2D6 inhibition	-	0.9787	97.87%
CYP1A2 inhibition	-	0.9321	93.21%
CYP2C8 inhibition	-	0.7716	77.16%
CYP inhibitory promiscuity	-	0.9463	94.63%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7666	76.66%
Eye corrosion	-	0.9950	99.50%
Eye irritation	-	0.9387	93.87%
Skin irritation	+	0.7157	71.57%
Skin corrosion	-	0.9499	94.99%
Ames mutagenesis	-	0.7108	71.08%
Human Ether-a-go-go-Related Gene inhibition	-	0.7426	74.26%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.5637	56.37%
skin sensitisation	-	0.7278	72.78%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.9304	93.04%
Acute Oral Toxicity (c)	III	0.7640	76.40%
Estrogen receptor binding	+	0.6583	65.83%
Androgen receptor binding	+	0.7490	74.90%
Thyroid receptor binding	+	0.5877	58.77%
Glucocorticoid receptor binding	+	0.7318	73.18%
Aromatase binding	+	0.6539	65.39%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8446	84.46%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9893	98.93%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.17%	96.09%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	95.69%	96.38%
CHEMBL2179	P04062	Beta-glucocerebrosidase	95.66%	85.31%
CHEMBL221	P23219	Cyclooxygenase-1	95.38%	90.17%
CHEMBL237	P41145	Kappa opioid receptor	95.21%	98.10%
CHEMBL4040	P28482	MAP kinase ERK2	94.54%	83.82%
CHEMBL274	P51681	C-C chemokine receptor type 5	90.06%	98.77%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.44%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.30%	90.71%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.10%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.05%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.33%	100.00%
CHEMBL2514	O95665	Neurotensin receptor 2	87.92%	100.00%
CHEMBL238	Q01959	Dopamine transporter	87.72%	95.88%
CHEMBL2581	P07339	Cathepsin D	86.96%	98.95%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	86.46%	96.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.99%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	84.96%	91.11%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	84.63%	97.86%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	84.25%	97.50%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.13%	100.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	83.86%	95.58%
CHEMBL268	P43235	Cathepsin K	83.80%	96.85%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.71%	82.69%
CHEMBL236	P41143	Delta opioid receptor	82.75%	99.35%
CHEMBL340	P08684	Cytochrome P450 3A4	82.45%	91.19%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.73%	89.05%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.06%	93.00%
CHEMBL5028	O14672	ADAM10	80.86%	97.50%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	80.81%	97.29%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.47%	96.47%
CHEMBL2094135	Q96BI3	Gamma-secretase	80.41%	98.05%

Plants that contains it

• Selaginella pulvinata
• Selaginella tamariscina

Cross-Links

• PubChem: 162870769
• LOTUS: LTS0057832
• wikiData: Q105235351