(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(3S,5S,6S,8S,10S,13S,14S,17S)-17-[(2S,5R)-2-hydroxy-5,6-dimethyl-4-oxoheptan-2-yl]-10,13-dimethyl-6-sulfooxy-2,3,4,5,6,7,8,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxane-2-carboxylic acid

Details

• Internal ID: 5f12acb9-df2d-4a13-9b6b-97c50e65bc9a
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroid glucuronide conjugates
• IUPAC Name: (2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(3S,5S,6S,8S,10S,13S,14S,17S)-17-[(2S,5R)-2-hydroxy-5,6-dimethyl-4-oxoheptan-2-yl]-10,13-dimethyl-6-sulfooxy-2,3,4,5,6,7,8,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxane-2-carboxylic acid
• SMILES (Canonical): CC(C)C(C)C(=O)CC(C)(C1CCC2C1(CC=C3C2CC(C4C3(CCC(C4)OC5C(C(C(C(O5)C(=O)O)O)O)O)C)OS(=O)(=O)O)C)O
• SMILES (Isomeric): C[C@H](C(C)C)C(=O)C[C@@](C)([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)OS(=O)(=O)O)C)O
• InChI: InChI=1S/C34H54O13S/c1-16(2)17(3)23(35)15-34(6,41)25-8-7-20-19-14-24(47-48(42,43)44)22-13-18(9-11-32(22,4)21(19)10-12-33(20,25)5)45-31-28(38)26(36)27(37)29(46-31)30(39)40/h10,16-20,22,24-29,31,36-38,41H,7-9,11-15H2,1-6H3,(H,39,40)(H,42,43,44)/t17-,18+,19+,20+,22-,24+,25+,26+,27+,28-,29+,31-,32-,33+,34+/m1/s1
• InChI Key: CFONIACVYUCAPO-MELXSREDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₅₄O₁₃S
• Molecular Weight: 702.90 g/mol
• Exact Mass: 702.32851295 g/mol
• Topological Polar Surface Area (TPSA): 226.00 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.64
• H-Bond Acceptor: 11
• H-Bond Donor: 6
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8905	89.05%
Caco-2	-	0.8715	87.15%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5022	50.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8635	86.35%
OATP1B3 inhibitior	+	0.9158	91.58%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6674	66.74%
P-glycoprotein inhibitior	+	0.7313	73.13%
P-glycoprotein substrate	+	0.5204	52.04%
CYP3A4 substrate	+	0.7198	71.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8831	88.31%
CYP3A4 inhibition	-	0.6944	69.44%
CYP2C9 inhibition	-	0.7478	74.78%
CYP2C19 inhibition	-	0.7072	70.72%
CYP2D6 inhibition	-	0.8622	86.22%
CYP1A2 inhibition	-	0.7367	73.67%
CYP2C8 inhibition	+	0.7544	75.44%
CYP inhibitory promiscuity	-	0.8598	85.98%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.5900	59.00%
Carcinogenicity (trinary)	Non-required	0.6158	61.58%
Eye corrosion	-	0.9800	98.00%
Eye irritation	-	0.9199	91.99%
Skin irritation	-	0.7317	73.17%
Skin corrosion	-	0.8876	88.76%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3761	37.61%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.5880	58.80%
skin sensitisation	-	0.8295	82.95%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.9443	94.43%
Acute Oral Toxicity (c)	III	0.5502	55.02%
Estrogen receptor binding	+	0.7891	78.91%
Androgen receptor binding	+	0.7338	73.38%
Thyroid receptor binding	-	0.5421	54.21%
Glucocorticoid receptor binding	+	0.7426	74.26%
Aromatase binding	+	0.6281	62.81%
PPAR gamma	+	0.7174	71.74%
Honey bee toxicity	-	0.7233	72.33%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9958	99.58%

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	98.88%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.77%	85.14%
CHEMBL2179	P04062	Beta-glucocerebrosidase	97.34%	85.31%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.79%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.75%	91.11%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	94.52%	96.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.24%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.20%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.07%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.47%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	89.37%	95.93%
CHEMBL4227	P25090	Lipoxin A4 receptor	88.99%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.88%	95.89%
CHEMBL5028	O14672	ADAM10	86.83%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.54%	89.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.42%	100.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	86.26%	94.23%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	85.97%	94.97%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	85.65%	94.08%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	84.22%	96.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.03%	97.14%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.16%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.81%	93.56%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.03%	95.71%
CHEMBL5255	O00206	Toll-like receptor 4	81.03%	92.50%
CHEMBL340	P08684	Cytochrome P450 3A4	80.02%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 101713472
• LOTUS: LTS0241289
• wikiData: Q104956840