[(2R,3S,4S,9R,10R,13R,14R,17R)-2,3-dihydroxy-10,13-dimethyl-17-[(1S)-1-[(2S,3S)-3-[(2S)-3-methylbutan-2-yl]oxiran-2-yl]ethyl]-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-4-yl] hydrogen sulfate

Details

• Internal ID: e65d1ee7-19ff-4b55-8767-90038c07efb6
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Cholestane steroids > Cholesterols and derivatives
• IUPAC Name: [(2R,3S,4S,9R,10R,13R,14R,17R)-2,3-dihydroxy-10,13-dimethyl-17-[(1S)-1-[(2S,3S)-3-[(2S)-3-methylbutan-2-yl]oxiran-2-yl]ethyl]-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-4-yl] hydrogen sulfate
• SMILES (Canonical): CC(C)C(C)C1C(O1)C(C)C2CCC3C2(CCC4C3=CCC5C4(CC(C(C5OS(=O)(=O)O)O)O)C)C
• SMILES (Isomeric): C[C@@H]([C@H]1CC[C@@H]2[C@@]1(CC[C@H]3C2=CCC4[C@@]3(C[C@H]([C@@H]([C@H]4OS(=O)(=O)O)O)O)C)C)[C@H]5[C@@H](O5)[C@@H](C)C(C)C
• InChI: InChI=1S/C28H46O7S/c1-14(2)15(3)24-25(34-24)16(4)18-9-10-19-17-7-8-21-26(35-36(31,32)33)23(30)22(29)13-28(21,6)20(17)11-12-27(18,19)5/h7,14-16,18-26,29-30H,8-13H2,1-6H3,(H,31,32,33)/t15-,16-,18+,19-,20-,21?,22+,23-,24-,25-,26-,27+,28+/m0/s1
• InChI Key: IEADRGWOOOMUDZ-FZCVHYDHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₆O₇S
• Molecular Weight: 526.70 g/mol
• Exact Mass: 526.29642498 g/mol
• Topological Polar Surface Area (TPSA): 125.00 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.39
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9552	95.52%
Caco-2	-	0.7445	74.45%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.4397	43.97%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8878	88.78%
OATP1B3 inhibitior	+	0.9289	92.89%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.7260	72.60%
P-glycoprotein inhibitior	-	0.4786	47.86%
P-glycoprotein substrate	-	0.6178	61.78%
CYP3A4 substrate	+	0.6590	65.90%
CYP2C9 substrate	-	0.8087	80.87%
CYP2D6 substrate	-	0.7998	79.98%
CYP3A4 inhibition	-	0.7809	78.09%
CYP2C9 inhibition	-	0.7226	72.26%
CYP2C19 inhibition	-	0.6627	66.27%
CYP2D6 inhibition	-	0.8645	86.45%
CYP1A2 inhibition	-	0.6985	69.85%
CYP2C8 inhibition	-	0.7289	72.89%
CYP inhibitory promiscuity	-	0.8140	81.40%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.5000	50.00%
Carcinogenicity (trinary)	Non-required	0.5750	57.50%
Eye corrosion	-	0.9799	97.99%
Eye irritation	-	0.9454	94.54%
Skin irritation	-	0.7328	73.28%
Skin corrosion	-	0.8808	88.08%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4940	49.40%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	+	0.5092	50.92%
skin sensitisation	-	0.8141	81.41%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6828	68.28%
Acute Oral Toxicity (c)	III	0.5420	54.20%
Estrogen receptor binding	+	0.6566	65.66%
Androgen receptor binding	+	0.5608	56.08%
Thyroid receptor binding	-	0.5071	50.71%
Glucocorticoid receptor binding	+	0.6323	63.23%
Aromatase binding	+	0.5343	53.43%
PPAR gamma	-	0.4939	49.39%
Honey bee toxicity	-	0.7531	75.31%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5405	54.05%
Fish aquatic toxicity	+	0.9952	99.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	97.16%	96.38%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.83%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.65%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.58%	97.25%
CHEMBL2179	P04062	Beta-glucocerebrosidase	94.26%	85.31%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.20%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	92.71%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.47%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.01%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.80%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	88.68%	90.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.08%	82.69%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	87.71%	93.03%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.59%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.58%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.22%	95.89%
CHEMBL4444	P04070	Vitamin K-dependent protein C	86.91%	93.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.50%	89.00%
CHEMBL2581	P07339	Cathepsin D	85.72%	98.95%
CHEMBL5255	O00206	Toll-like receptor 4	85.72%	92.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.47%	96.77%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.94%	93.56%
CHEMBL3401	O75469	Pregnane X receptor	84.86%	94.73%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	83.93%	83.57%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.43%	96.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.67%	90.71%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.12%	100.00%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	80.62%	85.30%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10650286
• LOTUS: LTS0030449
• wikiData: Q105111655