Ergost-7-ene-2,3,4-triol, 22,23-epoxy-, 2-acetate 4-(hydrogen sulfate), (2alpha,3beta,4alpha,5alpha,22S,23S)-

Details

• Internal ID: 810b6292-db2e-49b1-be96-e1d717d7180a
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cholestane steroids > Cholesterols and derivatives
• IUPAC Name: [(2R,3S,4S,5R,9R,10R,13R,14R,17R)-3-hydroxy-10,13-dimethyl-17-[(1S)-1-[(2S,3S)-3-[(2R)-3-methylbutan-2-yl]oxiran-2-yl]ethyl]-4-sulfooxy-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-2-yl] acetate
• SMILES (Canonical): CC(C)C(C)C1C(O1)C(C)C2CCC3C2(CCC4C3=CCC5C4(CC(C(C5OS(=O)(=O)O)O)OC(=O)C)C)C
• SMILES (Isomeric): C[C@@H]([C@H]1CC[C@@H]2[C@@]1(CC[C@H]3C2=CC[C@@H]4[C@@]3(C[C@H]([C@@H]([C@H]4OS(=O)(=O)O)O)OC(=O)C)C)C)[C@H]5[C@@H](O5)[C@H](C)C(C)C
• InChI: InChI=1S/C30H48O8S/c1-15(2)16(3)26-27(37-26)17(4)20-10-11-21-19-8-9-23-28(38-39(33,34)35)25(32)24(36-18(5)31)14-30(23,7)22(19)12-13-29(20,21)6/h8,15-17,20-28,32H,9-14H2,1-7H3,(H,33,34,35)/t16-,17+,20-,21+,22+,23+,24-,25+,26+,27+,28+,29-,30-/m1/s1
• InChI Key: ASOGUOAJQUEKOO-IHBMOLCCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₈S
• Molecular Weight: 568.80 g/mol
• Exact Mass: 568.30698966 g/mol
• Topological Polar Surface Area (TPSA): 131.00 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 4.96
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

• DTXSID901118265
• 215113-11-4
• Ergost-7-ene-2,3,4-triol, 22,23-epoxy-, 2-acetate 4-(hydrogen sulfate), (2alpha,3beta,4alpha,5alpha,22S,23S)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9579	95.79%
Caco-2	-	0.7723	77.23%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.4815	48.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8723	87.23%
OATP1B3 inhibitior	+	0.9121	91.21%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6295	62.95%
P-glycoprotein inhibitior	+	0.6446	64.46%
P-glycoprotein substrate	-	0.5450	54.50%
CYP3A4 substrate	+	0.6823	68.23%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8497	84.97%
CYP3A4 inhibition	-	0.8169	81.69%
CYP2C9 inhibition	-	0.7344	73.44%
CYP2C19 inhibition	-	0.7050	70.50%
CYP2D6 inhibition	-	0.8671	86.71%
CYP1A2 inhibition	-	0.6969	69.69%
CYP2C8 inhibition	-	0.6018	60.18%
CYP inhibitory promiscuity	-	0.8243	82.43%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.5300	53.00%
Carcinogenicity (trinary)	Non-required	0.5703	57.03%
Eye corrosion	-	0.9807	98.07%
Eye irritation	-	0.9384	93.84%
Skin irritation	-	0.7374	73.74%
Skin corrosion	-	0.8910	89.10%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5351	53.51%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	+	0.5592	55.92%
skin sensitisation	-	0.8229	82.29%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.5784	57.84%
Acute Oral Toxicity (c)	III	0.5485	54.85%
Estrogen receptor binding	+	0.6644	66.44%
Androgen receptor binding	+	0.5753	57.53%
Thyroid receptor binding	-	0.5851	58.51%
Glucocorticoid receptor binding	+	0.6851	68.51%
Aromatase binding	+	0.5539	55.39%
PPAR gamma	+	0.5825	58.25%
Honey bee toxicity	-	0.6959	69.59%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5743	57.43%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.75%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.66%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	95.91%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.79%	91.11%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	94.62%	96.38%
CHEMBL2179	P04062	Beta-glucocerebrosidase	93.98%	85.31%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.37%	97.25%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	90.09%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.04%	100.00%
CHEMBL2581	P07339	Cathepsin D	89.79%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.53%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	88.26%	92.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.19%	89.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	87.09%	85.30%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.02%	93.03%
CHEMBL4444	P04070	Vitamin K-dependent protein C	86.73%	93.89%
CHEMBL226	P30542	Adenosine A1 receptor	86.48%	95.93%
CHEMBL3401	O75469	Pregnane X receptor	86.17%	94.73%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.64%	97.14%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.92%	82.69%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.64%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.16%	96.77%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.80%	96.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.10%	94.33%
CHEMBL340	P08684	Cytochrome P450 3A4	82.80%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.76%	97.09%
CHEMBL5028	O14672	ADAM10	82.05%	97.50%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.26%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.82%	93.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 20055702
• LOTUS: LTS0101770
• wikiData: Q104917964