(2S,3S,4S,5R,6R)-6-[[(3S,5S,6S,8S,10S,13S,14S,17R)-10,13-dimethyl-17-[(1S)-1-[(2S,3S)-3-(2-methylpropyl)oxiran-2-yl]ethyl]-6-sulfooxy-2,3,4,5,6,7,8,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxane-2-carboxylic acid

Details

• Internal ID: a5b1dbd9-7b73-429c-8bfd-7eabc910bc71
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroid glucuronide conjugates
• IUPAC Name: (2S,3S,4S,5R,6R)-6-[[(3S,5S,6S,8S,10S,13S,14S,17R)-10,13-dimethyl-17-[(1S)-1-[(2S,3S)-3-(2-methylpropyl)oxiran-2-yl]ethyl]-6-sulfooxy-2,3,4,5,6,7,8,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxane-2-carboxylic acid
• SMILES (Canonical): CC(C)CC1C(O1)C(C)C2CCC3C2(CC=C4C3CC(C5C4(CCC(C5)OC6C(C(C(C(O6)C(=O)O)O)O)OC7C(C(C(CO7)O)O)O)C)OS(=O)(=O)O)C
• SMILES (Isomeric): C[C@@H]([C@H]1CC[C@@H]2[C@@]1(CC=C3[C@H]2C[C@@H]([C@@H]4[C@@]3(CC[C@@H](C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)C(=O)O)O)O)O[C@H]6[C@@H]([C@H]([C@H](CO6)O)O)O)C)OS(=O)(=O)O)C)[C@H]7[C@@H](O7)CC(C)C
• InChI: InChI=1S/C38H60O16S/c1-16(2)12-26-31(51-26)17(3)20-6-7-21-19-14-25(54-55(46,47)48)23-13-18(8-10-38(23,5)22(19)9-11-37(20,21)4)50-36-33(29(42)28(41)32(52-36)34(44)45)53-35-30(43)27(40)24(39)15-49-35/h9,16-21,23-33,35-36,39-43H,6-8,10-15H2,1-5H3,(H,44,45)(H,46,47,48)/t17-,18-,19-,20+,21-,23+,24-,25-,26-,27-,28-,29-,30+,31-,32-,33+,35-,36+,37+,38+/m0/s1
• InChI Key: YMYFOOLQAZRSTA-WKHOGIFXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₈H₆₀O₁₆S
• Molecular Weight: 804.90 g/mol
• Exact Mass: 804.36020700 g/mol
• Topological Polar Surface Area (TPSA): 260.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 1.55
• H-Bond Acceptor: 14
• H-Bond Donor: 7
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8835	88.35%
Caco-2	-	0.8848	88.48%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.5799	57.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8513	85.13%
OATP1B3 inhibitior	+	0.9239	92.39%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8026	80.26%
BSEP inhibitior	+	0.7771	77.71%
P-glycoprotein inhibitior	+	0.7327	73.27%
P-glycoprotein substrate	+	0.6422	64.22%
CYP3A4 substrate	+	0.7360	73.60%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8742	87.42%
CYP3A4 inhibition	-	0.7893	78.93%
CYP2C9 inhibition	-	0.7311	73.11%
CYP2C19 inhibition	-	0.7146	71.46%
CYP2D6 inhibition	-	0.8656	86.56%
CYP1A2 inhibition	-	0.7321	73.21%
CYP2C8 inhibition	+	0.7436	74.36%
CYP inhibitory promiscuity	-	0.8774	87.74%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6100	61.00%
Carcinogenicity (trinary)	Non-required	0.5709	57.09%
Eye corrosion	-	0.9775	97.75%
Eye irritation	-	0.9152	91.52%
Skin irritation	-	0.7420	74.20%
Skin corrosion	-	0.9032	90.32%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6476	64.76%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	-	0.5028	50.28%
skin sensitisation	-	0.8378	83.78%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.9664	96.64%
Acute Oral Toxicity (c)	III	0.5722	57.22%
Estrogen receptor binding	+	0.8353	83.53%
Androgen receptor binding	+	0.7533	75.33%
Thyroid receptor binding	-	0.5586	55.86%
Glucocorticoid receptor binding	+	0.6559	65.59%
Aromatase binding	+	0.6219	62.19%
PPAR gamma	+	0.7193	71.93%
Honey bee toxicity	-	0.6765	67.65%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5562	55.62%
Fish aquatic toxicity	+	0.9944	99.44%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.27%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.93%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.76%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.24%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	96.19%	95.93%
CHEMBL2179	P04062	Beta-glucocerebrosidase	96.11%	85.31%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	94.54%	96.38%
CHEMBL2581	P07339	Cathepsin D	94.08%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.93%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.46%	96.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.12%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.36%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	87.18%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	86.80%	90.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.66%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.57%	97.09%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.27%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	83.89%	92.50%
CHEMBL5028	O14672	ADAM10	83.35%	97.50%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.23%	86.92%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.87%	96.77%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	81.26%	92.78%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.92%	85.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10629179
• LOTUS: LTS0143042
• wikiData: Q105350809