(1R,3S,5R,6R,8S,9S,10S,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-1,3,5,6-tetrol

Details

• Internal ID: a345c0ab-9c55-41ba-ac21-6f274c8a1a89
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cholestane steroids > Cholesterols and derivatives
• IUPAC Name: (1R,3S,5R,6R,8S,9S,10S,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-1,3,5,6-tetrol
• SMILES (Canonical): CC(C)CCCC(C)C1CCC2C1(CCC3C2CC(C4(C3(C(CC(C4)O)O)C)O)O)C
• SMILES (Isomeric): C[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2C[C@H]([C@@]4([C@@]3([C@@H](C[C@@H](C4)O)O)C)O)O)C
• InChI: InChI=1S/C27H48O4/c1-16(2)7-6-8-17(3)20-9-10-21-19-14-24(30)27(31)15-18(28)13-23(29)26(27,5)22(19)11-12-25(20,21)4/h16-24,28-31H,6-15H2,1-5H3/t17-,18+,19+,20-,21+,22+,23-,24-,25-,26+,27+/m1/s1
• InChI Key: XPENJPIHMUNSFA-FOYJZURGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₈O₄
• Molecular Weight: 436.70 g/mol
• Exact Mass: 436.35526001 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 4.53
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9572	95.72%
Caco-2	-	0.6943	69.43%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5498	54.98%
OATP2B1 inhibitior	-	0.5810	58.10%
OATP1B1 inhibitior	+	0.9431	94.31%
OATP1B3 inhibitior	+	0.9456	94.56%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6639	66.39%
P-glycoprotein inhibitior	-	0.6714	67.14%
P-glycoprotein substrate	+	0.6770	67.70%
CYP3A4 substrate	+	0.7229	72.29%
CYP2C9 substrate	+	0.5955	59.55%
CYP2D6 substrate	-	0.7294	72.94%
CYP3A4 inhibition	-	0.8761	87.61%
CYP2C9 inhibition	-	0.8613	86.13%
CYP2C19 inhibition	-	0.7934	79.34%
CYP2D6 inhibition	-	0.9643	96.43%
CYP1A2 inhibition	-	0.8083	80.83%
CYP2C8 inhibition	-	0.7430	74.30%
CYP inhibitory promiscuity	-	0.9417	94.17%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.7213	72.13%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9183	91.83%
Skin irritation	+	0.5582	55.82%
Skin corrosion	-	0.9202	92.02%
Ames mutagenesis	-	0.5137	51.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4634	46.34%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.6037	60.37%
skin sensitisation	-	0.7640	76.40%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.8578	85.78%
Acute Oral Toxicity (c)	III	0.3855	38.55%
Estrogen receptor binding	+	0.7459	74.59%
Androgen receptor binding	+	0.7746	77.46%
Thyroid receptor binding	+	0.6091	60.91%
Glucocorticoid receptor binding	+	0.7551	75.51%
Aromatase binding	+	0.6527	65.27%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8124	81.24%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9564	95.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL226	P30542	Adenosine A1 receptor	97.81%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.12%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	95.93%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.60%	96.09%
CHEMBL2179	P04062	Beta-glucocerebrosidase	94.49%	85.31%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	93.80%	95.58%
CHEMBL2996	Q05655	Protein kinase C delta	93.20%	97.79%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.90%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.81%	97.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	91.24%	82.69%
CHEMBL3837	P07711	Cathepsin L	90.45%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.28%	100.00%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	90.17%	92.86%
CHEMBL237	P41145	Kappa opioid receptor	89.22%	98.10%
CHEMBL4302	P08183	P-glycoprotein 1	88.88%	92.98%
CHEMBL1871	P10275	Androgen Receptor	88.64%	96.43%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.59%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.94%	91.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.89%	96.95%
CHEMBL299	P17252	Protein kinase C alpha	87.48%	98.03%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.61%	90.71%
CHEMBL2094135	Q96BI3	Gamma-secretase	86.46%	98.05%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.39%	100.00%
CHEMBL242	Q92731	Estrogen receptor beta	85.67%	98.35%
CHEMBL206	P03372	Estrogen receptor alpha	84.94%	97.64%
CHEMBL238	Q01959	Dopamine transporter	84.93%	95.88%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.25%	93.56%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	83.18%	95.00%
CHEMBL2581	P07339	Cathepsin D	82.51%	98.95%
CHEMBL236	P41143	Delta opioid receptor	82.51%	99.35%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	82.51%	97.86%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.29%	96.38%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	82.11%	93.00%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	80.58%	98.33%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10884631
• LOTUS: LTS0158437
• wikiData: Q105338259