(3S,5R,6R,8S,9S,10R,11S,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-3,5,6,11-tetrol

Details

• Internal ID: fd88de63-12ce-40de-9193-2055d71d37dc
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cholestane steroids > Cholesterols and derivatives
• IUPAC Name: (3S,5R,6R,8S,9S,10R,11S,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-3,5,6,11-tetrol
• SMILES (Canonical): CC(C)CCCC(C)C1CCC2C1(CC(C3C2CC(C4(C3(CCC(C4)O)C)O)O)O)C
• SMILES (Isomeric): C[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(C[C@@H]([C@H]3[C@H]2C[C@H]([C@@]4([C@@]3(CC[C@@H](C4)O)C)O)O)O)C
• InChI: InChI=1S/C27H48O4/c1-16(2)7-6-8-17(3)20-9-10-21-19-13-23(30)27(31)14-18(28)11-12-26(27,5)24(19)22(29)15-25(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: SGIUWJFIDDJBAS-GJTDYMMHSA-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: 5.60
• 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	-	0.6844	68.44%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5498	54.98%
OATP2B1 inhibitior	-	0.5822	58.22%
OATP1B1 inhibitior	+	0.9101	91.01%
OATP1B3 inhibitior	+	0.9456	94.56%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6092	60.92%
P-glycoprotein inhibitior	-	0.6798	67.98%
P-glycoprotein substrate	+	0.7052	70.52%
CYP3A4 substrate	+	0.7268	72.68%
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	-	0.6422	64.22%
CYP inhibitory promiscuity	-	0.9417	94.17%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.7213	72.13%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.9100	91.00%
Skin irritation	+	0.5582	55.82%
Skin corrosion	-	0.9202	92.02%
Ames mutagenesis	+	0.5163	51.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.4206	42.06%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.5961	59.61%
skin sensitisation	-	0.7640	76.40%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.7887	78.87%
Acute Oral Toxicity (c)	III	0.3855	38.55%
Estrogen receptor binding	+	0.7105	71.05%
Androgen receptor binding	+	0.7620	76.20%
Thyroid receptor binding	+	0.6018	60.18%
Glucocorticoid receptor binding	+	0.7244	72.44%
Aromatase binding	+	0.6450	64.50%
PPAR gamma	-	0.5141	51.41%
Honey bee toxicity	-	0.7612	76.12%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.35%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	96.42%	95.93%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	95.30%	82.69%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.62%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.09%	91.11%
CHEMBL3837	P07711	Cathepsin L	92.71%	96.61%
CHEMBL4302	P08183	P-glycoprotein 1	92.51%	92.98%
CHEMBL2179	P04062	Beta-glucocerebrosidase	92.48%	85.31%
CHEMBL2996	Q05655	Protein kinase C delta	92.22%	97.79%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	91.65%	95.58%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.38%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.30%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.02%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	90.93%	90.17%
CHEMBL1871	P10275	Androgen Receptor	89.71%	96.43%
CHEMBL238	Q01959	Dopamine transporter	89.35%	95.88%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.86%	95.89%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	88.63%	92.86%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.02%	85.14%
CHEMBL299	P17252	Protein kinase C alpha	86.96%	98.03%
CHEMBL4227	P25090	Lipoxin A4 receptor	86.19%	100.00%
CHEMBL2094135	Q96BI3	Gamma-secretase	85.84%	98.05%
CHEMBL2581	P07339	Cathepsin D	85.79%	98.95%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.18%	92.88%
CHEMBL237	P41145	Kappa opioid receptor	84.14%	98.10%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.83%	93.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.54%	90.71%
CHEMBL268	P43235	Cathepsin K	83.38%	96.85%
CHEMBL242	Q92731	Estrogen receptor beta	83.24%	98.35%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.19%	96.95%
CHEMBL236	P41143	Delta opioid receptor	82.56%	99.35%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	81.95%	95.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.42%	95.89%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.33%	89.05%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.21%	96.47%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 102513753
• LOTUS: LTS0196559
• wikiData: Q105252359