17-[7-[3-(4,5-Dihydroxy-3-methoxyoxan-2-yl)oxy-4,5-dihydroxyoxan-2-yl]oxy-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-3,4,6,8,15-pentol

Details

• Internal ID: f4cfb653-15a2-4e83-8ce7-11dd3dd65d8e
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
• IUPAC Name: 17-[7-[3-(4,5-dihydroxy-3-methoxyoxan-2-yl)oxy-4,5-dihydroxyoxan-2-yl]oxy-5,6-dimethylhept-3-en-2-yl]-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-3,4,6,8,15-pentol
• SMILES (Canonical): CC(COC1C(C(C(CO1)O)O)OC2C(C(C(CO2)O)O)OC)C(C)C=CC(C)C3CC(C4C3(CCC5C4(CC(C6C5(CCC(C6O)O)C)O)O)C)O
• SMILES (Isomeric): CC(COC1C(C(C(CO1)O)O)OC2C(C(C(CO2)O)O)OC)C(C)C=CC(C)C3CC(C4C3(CCC5C4(CC(C6C5(CCC(C6O)O)C)O)O)C)O
• InChI: InChI=1S/C39H66O14/c1-18(20(3)15-50-35-33(31(47)26(44)16-51-35)53-36-32(49-6)30(46)25(43)17-52-36)7-8-19(2)21-13-23(41)34-37(21,4)12-10-27-38(5)11-9-22(40)29(45)28(38)24(42)14-39(27,34)48/h7-8,18-36,40-48H,9-17H2,1-6H3
• InChI Key: XCIMMEILEFDKKX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₆O₁₄
• Molecular Weight: 758.90 g/mol
• Exact Mass: 758.44525677 g/mol
• Topological Polar Surface Area (TPSA): 228.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): 0.07
• H-Bond Acceptor: 14
• H-Bond Donor: 9
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4602	46.02%
Caco-2	-	0.8753	87.53%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.6246	62.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8455	84.55%
OATP1B3 inhibitior	+	0.9029	90.29%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.6316	63.16%
P-glycoprotein inhibitior	+	0.7241	72.41%
P-glycoprotein substrate	+	0.6450	64.50%
CYP3A4 substrate	+	0.7377	73.77%
CYP2C9 substrate	-	0.8022	80.22%
CYP2D6 substrate	-	0.8419	84.19%
CYP3A4 inhibition	-	0.9756	97.56%
CYP2C9 inhibition	-	0.9280	92.80%
CYP2C19 inhibition	-	0.8966	89.66%
CYP2D6 inhibition	-	0.9574	95.74%
CYP1A2 inhibition	-	0.9285	92.85%
CYP2C8 inhibition	+	0.6006	60.06%
CYP inhibitory promiscuity	-	0.9633	96.33%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6454	64.54%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9168	91.68%
Skin irritation	-	0.6487	64.87%
Skin corrosion	-	0.9513	95.13%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7708	77.08%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.6351	63.51%
skin sensitisation	-	0.9226	92.26%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.8877	88.77%
Acute Oral Toxicity (c)	I	0.6664	66.64%
Estrogen receptor binding	+	0.7734	77.34%
Androgen receptor binding	+	0.6959	69.59%
Thyroid receptor binding	-	0.5309	53.09%
Glucocorticoid receptor binding	+	0.5905	59.05%
Aromatase binding	+	0.6232	62.32%
PPAR gamma	+	0.7262	72.62%
Honey bee toxicity	-	0.6288	62.88%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.8396	83.96%

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	99.74%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	98.46%	95.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.26%	91.11%
CHEMBL204	P00734	Thrombin	98.21%	96.01%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.42%	96.09%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	96.64%	95.58%
CHEMBL240	Q12809	HERG	94.17%	89.76%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.01%	97.09%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	91.17%	91.07%
CHEMBL2581	P07339	Cathepsin D	90.61%	98.95%
CHEMBL4302	P08183	P-glycoprotein 1	90.19%	92.98%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	89.80%	97.14%
CHEMBL5600	P27448	Serine/threonine-protein kinase c-TAK1	88.21%	88.81%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.96%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.37%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.71%	95.89%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.43%	95.89%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.78%	94.45%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.68%	92.88%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.48%	96.77%
CHEMBL1937	Q92769	Histone deacetylase 2	85.48%	94.75%
CHEMBL3922	P50579	Methionine aminopeptidase 2	84.60%	97.28%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	83.86%	96.25%
CHEMBL236	P41143	Delta opioid receptor	83.12%	99.35%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.02%	92.86%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	82.93%	95.17%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	82.91%	87.16%
CHEMBL233	P35372	Mu opioid receptor	82.87%	97.93%
CHEMBL3788	O00444	Serine/threonine-protein kinase PLK4	82.75%	83.65%
CHEMBL5203	P33316	dUTP pyrophosphatase	81.84%	99.18%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.40%	98.75%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	80.39%	95.36%
CHEMBL251	P29274	Adenosine A2a receptor	80.38%	94.40%
CHEMBL5028	O14672	ADAM10	80.35%	97.50%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.35%	96.47%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.26%	92.62%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	80.18%	95.00%

Plants that contains it

• Aster tataricus

Cross-Links

• PubChem: 73821816
• LOTUS: LTS0228771
• wikiData: Q105325159