17-(2,3-dihydroxy-6-methylheptan-2-yl)-2,3,11,14-tetrahydroxy-10,13-dimethyl-2,3,4,5,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-one

Details

• Internal ID: b2d93e94-37d3-4870-9878-f4f9bfce9ffd
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Bile acids, alcohols and derivatives > Hydroxy bile acids, alcohols and derivatives
• IUPAC Name: 17-(2,3-dihydroxy-6-methylheptan-2-yl)-2,3,11,14-tetrahydroxy-10,13-dimethyl-2,3,4,5,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-6-one
• SMILES (Canonical): CC(C)CCC(C(C)(C1CCC2(C1(CC(C3C2CC(=O)C4C3(CC(C(C4)O)O)C)O)C)O)O)O
• SMILES (Isomeric): CC(C)CCC(C(C)(C1CCC2(C1(CC(C3C2CC(=O)C4C3(CC(C(C4)O)O)C)O)C)O)O)O
• InChI: InChI=1S/C27H46O7/c1-14(2)6-7-22(32)26(5,33)21-8-9-27(34)16-11-17(28)15-10-18(29)19(30)12-24(15,3)23(16)20(31)13-25(21,27)4/h14-16,18-23,29-34H,6-13H2,1-5H3
• InChI Key: DFFFEFCBFYMSHZ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₆O₇
• Molecular Weight: 482.60 g/mol
• Exact Mass: 482.32435380 g/mol
• Topological Polar Surface Area (TPSA): 138.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.79
• H-Bond Acceptor: 7
• H-Bond Donor: 6
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9868	98.68%
Caco-2	-	0.6534	65.34%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8074	80.74%
OATP2B1 inhibitior	-	0.5746	57.46%
OATP1B1 inhibitior	+	0.8977	89.77%
OATP1B3 inhibitior	+	0.9630	96.30%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6278	62.78%
P-glycoprotein inhibitior	-	0.6444	64.44%
P-glycoprotein substrate	+	0.6139	61.39%
CYP3A4 substrate	+	0.7134	71.34%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7939	79.39%
CYP3A4 inhibition	-	0.8032	80.32%
CYP2C9 inhibition	-	0.8825	88.25%
CYP2C19 inhibition	-	0.8852	88.52%
CYP2D6 inhibition	-	0.9713	97.13%
CYP1A2 inhibition	-	0.8470	84.70%
CYP2C8 inhibition	-	0.7023	70.23%
CYP inhibitory promiscuity	-	0.9563	95.63%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7527	75.27%
Eye corrosion	-	0.9931	99.31%
Eye irritation	-	0.9319	93.19%
Skin irritation	+	0.6440	64.40%
Skin corrosion	-	0.9372	93.72%
Ames mutagenesis	-	0.7378	73.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.4254	42.54%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.7297	72.97%
skin sensitisation	-	0.7238	72.38%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.8431	84.31%
Acute Oral Toxicity (c)	III	0.6433	64.33%
Estrogen receptor binding	+	0.7500	75.00%
Androgen receptor binding	+	0.7615	76.15%
Thyroid receptor binding	+	0.5487	54.87%
Glucocorticoid receptor binding	+	0.7119	71.19%
Aromatase binding	+	0.6334	63.34%
PPAR gamma	-	0.5059	50.59%
Honey bee toxicity	-	0.7912	79.12%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9774	97.74%

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	99.55%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	99.14%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.12%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.74%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.76%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.40%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	93.14%	97.79%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.48%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.31%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.29%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.88%	96.77%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.12%	97.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.21%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.17%	94.45%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.07%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.27%	96.61%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.14%	93.56%
CHEMBL2179	P04062	Beta-glucocerebrosidase	86.13%	85.31%
CHEMBL299	P17252	Protein kinase C alpha	85.72%	98.03%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.09%	100.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	84.36%	96.47%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.80%	92.88%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.48%	89.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.46%	93.04%
CHEMBL1937	Q92769	Histone deacetylase 2	82.61%	94.75%
CHEMBL226	P30542	Adenosine A1 receptor	82.12%	95.93%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	81.69%	94.78%
CHEMBL2094135	Q96BI3	Gamma-secretase	81.64%	98.05%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.54%	91.07%
CHEMBL332	P03956	Matrix metalloproteinase-1	81.33%	94.50%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.20%	95.89%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.96%	96.90%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.78%	86.33%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.71%	90.08%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.36%	89.34%
CHEMBL1871	P10275	Androgen Receptor	80.28%	96.43%

Plants that contains it

• Nierembergia linariifolia

Cross-Links

• PubChem: 162945941
• LOTUS: LTS0139241
• wikiData: Q105327650