(3S,7S,8S,9S,10R,13R,14S,17R)-17-[(2R)-5-hydroxy-5-(hydroxymethyl)-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,7-diol

Details

• Internal ID: de7d617c-85e0-44b7-bd03-ba13c865000e
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives > Tetrahydroxy bile acids, alcohols and derivatives
• IUPAC Name: (3S,7S,8S,9S,10R,13R,14S,17R)-17-[(2R)-5-hydroxy-5-(hydroxymethyl)-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,7-diol
• SMILES (Canonical): CC(C)C(CCC(C)C1CCC2C1(CCC3C2C(C=C4C3(CCC(C4)O)C)O)C)(CO)O
• SMILES (Isomeric): C[C@H](CCC(CO)(C(C)C)O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2[C@@H](C=C4[C@@]3(CC[C@@H](C4)O)C)O)C
• InChI: InChI=1S/C28H48O4/c1-17(2)28(32,16-29)13-8-18(3)21-6-7-22-25-23(10-12-27(21,22)5)26(4)11-9-20(30)14-19(26)15-24(25)31/h15,17-18,20-25,29-32H,6-14,16H2,1-5H3/t18-,20+,21-,22+,23+,24-,25+,26+,27-,28?/m1/s1
• InChI Key: IOUFZQNFNWOOHO-ZNCVFNLDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₈O₄
• Molecular Weight: 448.70 g/mol
• Exact Mass: 448.35526001 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 4.69
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9888	98.88%
Caco-2	-	0.6814	68.14%
Blood Brain Barrier	+	0.6885	68.85%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7671	76.71%
OATP2B1 inhibitior	-	0.5794	57.94%
OATP1B1 inhibitior	+	0.8614	86.14%
OATP1B3 inhibitior	+	0.9458	94.58%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5583	55.83%
BSEP inhibitior	+	0.6858	68.58%
P-glycoprotein inhibitior	-	0.5778	57.78%
P-glycoprotein substrate	+	0.6887	68.87%
CYP3A4 substrate	+	0.7088	70.88%
CYP2C9 substrate	-	0.7657	76.57%
CYP2D6 substrate	-	0.7779	77.79%
CYP3A4 inhibition	-	0.8500	85.00%
CYP2C9 inhibition	-	0.8794	87.94%
CYP2C19 inhibition	-	0.9189	91.89%
CYP2D6 inhibition	-	0.9416	94.16%
CYP1A2 inhibition	-	0.9311	93.11%
CYP2C8 inhibition	-	0.6531	65.31%
CYP inhibitory promiscuity	-	0.8695	86.95%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7240	72.40%
Eye corrosion	-	0.9926	99.26%
Eye irritation	-	0.9677	96.77%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9562	95.62%
Ames mutagenesis	-	0.5583	55.83%
Human Ether-a-go-go-Related Gene inhibition	+	0.7247	72.47%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5539	55.39%
skin sensitisation	-	0.8272	82.72%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.7067	70.67%
Acute Oral Toxicity (c)	III	0.6703	67.03%
Estrogen receptor binding	+	0.7978	79.78%
Androgen receptor binding	+	0.7404	74.04%
Thyroid receptor binding	+	0.6461	64.61%
Glucocorticoid receptor binding	+	0.7731	77.31%
Aromatase binding	+	0.6277	62.77%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8078	80.78%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9791	97.91%

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	97.64%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	96.93%	95.93%
CHEMBL2581	P07339	Cathepsin D	93.80%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.46%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.29%	100.00%
CHEMBL237	P41145	Kappa opioid receptor	91.15%	98.10%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.70%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.90%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.73%	91.11%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	88.37%	93.04%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.97%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.63%	94.45%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.16%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	84.06%	97.79%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.21%	100.00%
CHEMBL5103	Q969S8	Histone deacetylase 10	81.90%	90.08%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.82%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.52%	95.89%
CHEMBL2094135	Q96BI3	Gamma-secretase	80.50%	98.05%
CHEMBL233	P35372	Mu opioid receptor	80.15%	97.93%

Plants that contains it

• Pseudobersama mossambicensis

Cross-Links

• PubChem: 44584670
• LOTUS: LTS0021401
• wikiData: Q105116886