(3S,5S,6S,8S,9R,10S,13R,14S,15S,16R,17R)-17-[(2R,5R)-5-[[(2R,3R,4S,5S)-4-hydroxy-3-[(2S,3R,4S,5R)-4-hydroxy-3,5-dimethoxyoxan-2-yl]oxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-methylheptan-2-yl]-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-3,6,8,15,16-pentol

Details

• Internal ID: 0e2d3810-1d27-488b-99c6-4f5d86d3bec1
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
• IUPAC Name: (3S,5S,6S,8S,9R,10S,13R,14S,15S,16R,17R)-17-[(2R,5R)-5-[[(2R,3R,4S,5S)-4-hydroxy-3-[(2S,3R,4S,5R)-4-hydroxy-3,5-dimethoxyoxan-2-yl]oxy-5-(hydroxymethyl)oxolan-2-yl]oxymethyl]-6-methylheptan-2-yl]-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-3,6,8,15,16-pentol
• SMILES (Canonical): CC(C)C(CCC(C)C1C(C(C2C1(CCC3C2(CC(C4C3(CCC(C4)O)C)O)O)C)O)O)COC5C(C(C(O5)CO)O)OC6C(C(C(CO6)OC)O)OC
• SMILES (Isomeric): C[C@H](CC[C@@H](CO[C@H]1[C@@H]([C@H]([C@@H](O1)CO)O)O[C@H]2[C@@H]([C@H]([C@@H](CO2)OC)O)OC)C(C)C)[C@H]3[C@H]([C@H]([C@@H]4[C@@]3(CC[C@H]5[C@]4(C[C@@H]([C@@H]6[C@@]5(CC[C@@H](C6)O)C)O)O)C)O)O
• InChI: InChI=1S/C40H70O14/c1-19(2)21(17-51-37-34(29(44)25(16-41)53-37)54-36-33(50-7)30(45)26(49-6)18-52-36)9-8-20(3)28-31(46)32(47)35-39(28,5)13-11-27-38(4)12-10-22(42)14-23(38)24(43)15-40(27,35)48/h19-37,41-48H,8-18H2,1-7H3/t20-,21+,22+,23-,24+,25+,26-,27-,28+,29+,30+,31-,32-,33-,34-,35-,36+,37-,38+,39-,40+/m1/s1
• InChI Key: GCTJSMAKJKDVAT-BGLVPRHSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₇₀O₁₄
• Molecular Weight: 775.00 g/mol
• Exact Mass: 774.47655690 g/mol
• Topological Polar Surface Area (TPSA): 217.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 0.95
• H-Bond Acceptor: 14
• H-Bond Donor: 8
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4742	47.42%
Caco-2	-	0.8778	87.78%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.6600	66.00%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8228	82.28%
OATP1B3 inhibitior	+	0.9327	93.27%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.5111	51.11%
P-glycoprotein inhibitior	+	0.7312	73.12%
P-glycoprotein substrate	+	0.6940	69.40%
CYP3A4 substrate	+	0.7481	74.81%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8413	84.13%
CYP3A4 inhibition	-	0.9428	94.28%
CYP2C9 inhibition	-	0.8777	87.77%
CYP2C19 inhibition	-	0.8820	88.20%
CYP2D6 inhibition	-	0.9484	94.84%
CYP1A2 inhibition	-	0.9221	92.21%
CYP2C8 inhibition	+	0.6531	65.31%
CYP inhibitory promiscuity	-	0.9645	96.45%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6193	61.93%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9114	91.14%
Skin irritation	-	0.7214	72.14%
Skin corrosion	-	0.9502	95.02%
Ames mutagenesis	-	0.6078	60.78%
Human Ether-a-go-go-Related Gene inhibition	+	0.7315	73.15%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.7247	72.47%
skin sensitisation	-	0.9215	92.15%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.6966	69.66%
Acute Oral Toxicity (c)	I	0.6583	65.83%
Estrogen receptor binding	+	0.7426	74.26%
Androgen receptor binding	+	0.7106	71.06%
Thyroid receptor binding	-	0.5949	59.49%
Glucocorticoid receptor binding	-	0.4686	46.86%
Aromatase binding	+	0.6386	63.86%
PPAR gamma	+	0.6886	68.86%
Honey bee toxicity	-	0.6096	60.96%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.6851	68.51%

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	99.42%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	98.24%	94.45%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	97.15%	95.58%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.30%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.24%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.42%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	91.83%	97.79%
CHEMBL204	P00734	Thrombin	91.42%	96.01%
CHEMBL220	P22303	Acetylcholinesterase	91.05%	94.45%
CHEMBL233	P35372	Mu opioid receptor	90.57%	97.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.92%	97.25%
CHEMBL4581	P52732	Kinesin-like protein 1	88.72%	93.18%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.43%	95.89%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	88.27%	92.78%
CHEMBL242	Q92731	Estrogen receptor beta	87.72%	98.35%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	87.13%	92.88%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.05%	97.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.67%	100.00%
CHEMBL2581	P07339	Cathepsin D	86.24%	98.95%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	86.06%	89.05%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	85.18%	95.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.98%	92.62%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	83.94%	91.24%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.52%	97.28%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.41%	92.86%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	82.43%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.26%	100.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	82.02%	94.23%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.53%	95.89%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	81.44%	95.36%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.32%	96.00%
CHEMBL221	P23219	Cyclooxygenase-1	80.29%	90.17%

Plants that contains it

• Casearia membranacea

Cross-Links

• PubChem: 162929606
• LOTUS: LTS0219544
• wikiData: Q104995686