[(2R,3R,4S,5S)-3-[(2S,3R,4S,5R)-4,5-dihydroxy-3-methoxyoxan-2-yl]oxy-2-[(E,2S,3R,6S)-2,3-dimethyl-6-[(3S,4R,5S,6S,8S,9R,10S,13R,14S,15R,17R)-3,4,6,8,15-pentahydroxy-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]hept-4-enoxy]-5-hydroxyoxan-4-yl] hydrogen sulfate

Details

• Internal ID: 0eb4e838-58a7-4b8c-8a22-945bf3f492ec
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Ergostane steroids > Ergosterols and derivatives
• IUPAC Name: [(2R,3R,4S,5S)-3-[(2S,3R,4S,5R)-4,5-dihydroxy-3-methoxyoxan-2-yl]oxy-2-[(E,2S,3R,6S)-2,3-dimethyl-6-[(3S,4R,5S,6S,8S,9R,10S,13R,14S,15R,17R)-3,4,6,8,15-pentahydroxy-10,13-dimethyl-1,2,3,4,5,6,7,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]hept-4-enoxy]-5-hydroxyoxan-4-yl] hydrogen sulfate
• SMILES (Canonical): CC(COC1C(C(C(CO1)O)OS(=O)(=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): C[C@H](CO[C@H]1[C@@H]([C@H]([C@H](CO1)O)OS(=O)(=O)O)O[C@H]2[C@@H]([C@H]([C@@H](CO2)O)O)OC)[C@H](C)/C=C/[C@H](C)[C@H]3C[C@H]([C@@H]4[C@@]3(CC[C@H]5[C@]4(C[C@@H]([C@@H]6[C@@]5(CC[C@@H]([C@@H]6O)O)C)O)O)C)O
• InChI: InChI=1S/C39H66O17S/c1-18(20(3)15-52-35-33(31(26(44)17-53-35)56-57(48,49)50)55-36-32(51-6)30(46)25(43)16-54-36)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)47/h7-8,18-36,40-47H,9-17H2,1-6H3,(H,48,49,50)/b8-7+/t18-,19+,20-,21-,22+,23-,24+,25-,26+,27-,28+,29+,30+,31+,32-,33-,34-,35-,36+,37-,38-,39+/m1/s1
• InChI Key: WQQYSCDPNRQHAS-KSKXMERKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₉H₆₆O₁₇S
• Molecular Weight: 839.00 g/mol
• Exact Mass: 838.40207181 g/mol
• Topological Polar Surface Area (TPSA): 280.00 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): -0.10
• H-Bond Acceptor: 16
• H-Bond Donor: 9
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7077	70.77%
Caco-2	-	0.8762	87.62%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.4145	41.45%
OATP2B1 inhibitior	-	0.8716	87.16%
OATP1B1 inhibitior	+	0.8388	83.88%
OATP1B3 inhibitior	+	0.9207	92.07%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9107	91.07%
P-glycoprotein inhibitior	+	0.7382	73.82%
P-glycoprotein substrate	+	0.6942	69.42%
CYP3A4 substrate	+	0.7458	74.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8597	85.97%
CYP3A4 inhibition	-	0.9081	90.81%
CYP2C9 inhibition	-	0.7959	79.59%
CYP2C19 inhibition	-	0.7435	74.35%
CYP2D6 inhibition	-	0.8848	88.48%
CYP1A2 inhibition	-	0.7667	76.67%
CYP2C8 inhibition	+	0.6416	64.16%
CYP inhibitory promiscuity	-	0.9407	94.07%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.5900	59.00%
Carcinogenicity (trinary)	Non-required	0.5924	59.24%
Eye corrosion	-	0.9751	97.51%
Eye irritation	-	0.9100	91.00%
Skin irritation	-	0.7709	77.09%
Skin corrosion	-	0.9116	91.16%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8066	80.66%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.5351	53.51%
skin sensitisation	-	0.8551	85.51%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.8989	89.89%
Acute Oral Toxicity (c)	III	0.5584	55.84%
Estrogen receptor binding	+	0.8040	80.40%
Androgen receptor binding	+	0.7201	72.01%
Thyroid receptor binding	-	0.4877	48.77%
Glucocorticoid receptor binding	+	0.6879	68.79%
Aromatase binding	+	0.5682	56.82%
PPAR gamma	+	0.7711	77.11%
Honey bee toxicity	-	0.6104	61.04%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6045	60.45%
Fish aquatic toxicity	+	0.9678	96.78%

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	99.63%	97.25%
CHEMBL204	P00734	Thrombin	98.98%	96.01%
CHEMBL226	P30542	Adenosine A1 receptor	98.65%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.40%	96.09%
CHEMBL2179	P04062	Beta-glucocerebrosidase	96.01%	85.31%
CHEMBL4040	P28482	MAP kinase ERK2	95.45%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.85%	91.11%
CHEMBL4302	P08183	P-glycoprotein 1	94.60%	92.98%
CHEMBL2581	P07339	Cathepsin D	94.21%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	93.06%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.41%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.59%	96.77%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	89.69%	95.58%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	89.63%	91.07%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.30%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.10%	82.69%
CHEMBL1937	Q92769	Histone deacetylase 2	89.05%	94.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.63%	94.45%
CHEMBL5203	P33316	dUTP pyrophosphatase	88.41%	99.18%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.30%	95.89%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	88.26%	98.75%
CHEMBL340	P08684	Cytochrome P450 3A4	88.22%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.68%	95.56%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	87.48%	92.88%
CHEMBL5600	P27448	Serine/threonine-protein kinase c-TAK1	87.35%	88.81%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	87.24%	96.25%
CHEMBL255	P29275	Adenosine A2b receptor	86.04%	98.59%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.73%	93.03%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.05%	95.83%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.72%	95.89%
CHEMBL3922	P50579	Methionine aminopeptidase 2	83.91%	97.28%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	83.76%	95.71%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	83.49%	92.86%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.47%	96.47%
CHEMBL3788	O00444	Serine/threonine-protein kinase PLK4	82.85%	83.65%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.26%	100.00%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.90%	89.67%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.04%	89.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.86%	97.21%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	80.77%	95.00%
CHEMBL5028	O14672	ADAM10	80.49%	97.50%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163106460
• LOTUS: LTS0019410
• wikiData: Q105310924