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

Details

• Internal ID: 2b7da672-7be9-4717-bde8-2480ef079b63
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cholestane steroids > Cholesterols and derivatives
• IUPAC Name: (3S,5S,6S,8S,9R,10S,13R,14S,15R,17R)-17-[(E,2R,5R)-5-hydroxy-6-methylhept-3-en-2-yl]-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-3,6,8,15-tetrol
• SMILES (Canonical): CC(C)C(C=CC(C)C1CC(C2C1(CCC3C2(CC(C4C3(CCC(C4)O)C)O)O)C)O)O
• SMILES (Isomeric): C[C@H](/C=C/[C@@H](C(C)C)O)[C@H]1C[C@H]([C@@H]2[C@@]1(CC[C@H]3[C@]2(C[C@@H]([C@@H]4[C@@]3(CC[C@@H](C4)O)C)O)O)C)O
• InChI: InChI=1S/C27H46O5/c1-15(2)20(29)7-6-16(3)18-13-21(30)24-26(18,5)11-9-23-25(4)10-8-17(28)12-19(25)22(31)14-27(23,24)32/h6-7,15-24,28-32H,8-14H2,1-5H3/b7-6+/t16-,17+,18-,19-,20+,21-,22+,23-,24-,25+,26-,27+/m1/s1
• InChI Key: SKNLGWKCGJLAJY-JXKABULSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₄₆O₅
• Molecular Weight: 450.70 g/mol
• Exact Mass: 450.33452456 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.27
• H-Bond Acceptor: 5
• H-Bond Donor: 5
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9873	98.73%
Caco-2	-	0.7153	71.53%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.4992	49.92%
OATP2B1 inhibitior	-	0.5831	58.31%
OATP1B1 inhibitior	+	0.8351	83.51%
OATP1B3 inhibitior	+	0.8878	88.78%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8321	83.21%
BSEP inhibitior	-	0.6162	61.62%
P-glycoprotein inhibitior	-	0.6414	64.14%
P-glycoprotein substrate	-	0.5900	59.00%
CYP3A4 substrate	+	0.6798	67.98%
CYP2C9 substrate	-	0.7657	76.57%
CYP2D6 substrate	-	0.7563	75.63%
CYP3A4 inhibition	-	0.8243	82.43%
CYP2C9 inhibition	-	0.8526	85.26%
CYP2C19 inhibition	-	0.8565	85.65%
CYP2D6 inhibition	-	0.9635	96.35%
CYP1A2 inhibition	-	0.7095	70.95%
CYP2C8 inhibition	-	0.7411	74.11%
CYP inhibitory promiscuity	-	0.8709	87.09%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6412	64.12%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9553	95.53%
Skin irritation	+	0.6037	60.37%
Skin corrosion	-	0.9275	92.75%
Ames mutagenesis	-	0.6437	64.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.3851	38.51%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	-	0.8073	80.73%
skin sensitisation	-	0.6951	69.51%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9625	96.25%
Nephrotoxicity	-	0.7435	74.35%
Acute Oral Toxicity (c)	I	0.6805	68.05%
Estrogen receptor binding	+	0.7642	76.42%
Androgen receptor binding	+	0.5855	58.55%
Thyroid receptor binding	+	0.6006	60.06%
Glucocorticoid receptor binding	+	0.6665	66.65%
Aromatase binding	+	0.6442	64.42%
PPAR gamma	+	0.5903	59.03%
Honey bee toxicity	-	0.6994	69.94%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9827	98.27%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.47%	97.25%
CHEMBL204	P00734	Thrombin	96.70%	96.01%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.70%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	95.01%	95.93%
CHEMBL221	P23219	Cyclooxygenase-1	92.53%	90.17%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	92.03%	95.58%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	91.29%	92.86%
CHEMBL2179	P04062	Beta-glucocerebrosidase	90.94%	85.31%
CHEMBL236	P41143	Delta opioid receptor	90.87%	99.35%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.75%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.72%	97.09%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	89.09%	91.03%
CHEMBL268	P43235	Cathepsin K	88.62%	96.85%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.15%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.92%	100.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.61%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.24%	97.14%
CHEMBL237	P41145	Kappa opioid receptor	87.15%	98.10%
CHEMBL1937	Q92769	Histone deacetylase 2	87.12%	94.75%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	86.33%	82.69%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	85.93%	83.10%
CHEMBL4394	Q9NYA1	Sphingosine kinase 1	85.55%	96.03%
CHEMBL233	P35372	Mu opioid receptor	85.37%	97.93%
CHEMBL2581	P07339	Cathepsin D	85.17%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.06%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.56%	95.89%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	83.22%	98.33%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.48%	93.56%
CHEMBL344	Q99705	Melanin-concentrating hormone receptor 1	82.09%	92.50%
CHEMBL1871	P10275	Androgen Receptor	81.84%	96.43%
CHEMBL284	P27487	Dipeptidyl peptidase IV	81.50%	95.69%
CHEMBL206	P03372	Estrogen receptor alpha	80.88%	97.64%
CHEMBL4444	P04070	Vitamin K-dependent protein C	80.80%	93.89%
CHEMBL222	P23975	Norepinephrine transporter	80.08%	96.06%
CHEMBL238	Q01959	Dopamine transporter	80.02%	95.88%

Plants that contains it

• Aster tataricus

Cross-Links

• PubChem: 14680250
• LOTUS: LTS0249412
• wikiData: Q105254931