[(2S,3R,4S,5S,6R)-5-hydroxy-2-[(2R,3R,4S,6R)-6-[[(3S,8S,9S,10R,13S,14S,16R,17S)-17-[(1S)-1-hydroxyethyl]-10,13-dimethyl-16-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(sulfooxymethyl)oxan-2-yl]oxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-6-methyloxan-3-yl] acetate

Details

• Internal ID: bf76158a-5df6-46e4-a08d-522e2be2d2da
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: [(2S,3R,4S,5S,6R)-5-hydroxy-2-[(2R,3R,4S,6R)-6-[[(3S,8S,9S,10R,13S,14S,16R,17S)-17-[(1S)-1-hydroxyethyl]-10,13-dimethyl-16-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(sulfooxymethyl)oxan-2-yl]oxy-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-4-methoxy-2-methyloxan-3-yl]oxy-4-methoxy-6-methyloxan-3-yl] acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(CC2OC)OC3CCC4(C5CCC6(C(C5CC=C4C3)CC(C6C(C)O)OC7C(C(C(C(O7)COS(=O)(=O)O)O)O)O)C)C)C)OC(=O)C)OC)O
• SMILES (Isomeric): C[C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H](C[C@@H]2OC)O[C@H]3CC[C@@]4([C@H]5CC[C@]6([C@H]([C@@H]5CC=C4C3)C[C@H]([C@@H]6[C@H](C)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)COS(=O)(=O)O)O)O)O)C)C)C)OC(=O)C)OC)O
• InChI: InChI=1S/C43H70O19S/c1-19(44)32-28(60-40-36(49)35(48)34(47)30(61-40)18-55-63(50,51)52)16-27-25-10-9-23-15-24(11-13-42(23,5)26(25)12-14-43(27,32)6)59-31-17-29(53-7)37(21(3)56-31)62-41-39(58-22(4)45)38(54-8)33(46)20(2)57-41/h9,19-21,24-41,44,46-49H,10-18H2,1-8H3,(H,50,51,52)/t19-,20+,21+,24-,25+,26-,27-,28+,29-,30+,31-,32-,33-,34+,35-,36+,37+,38-,39+,40+,41-,42-,43-/m0/s1
• InChI Key: CAKCYMTUTWWVMM-MAQVYHEASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₃H₇₀O₁₉S
• Molecular Weight: 923.10 g/mol
• Exact Mass: 922.42320117 g/mol
• Topological Polar Surface Area (TPSA): 273.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.54
• H-Bond Acceptor: 18
• H-Bond Donor: 6
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8618	86.18%
Caco-2	-	0.8728	87.28%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.5577	55.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8590	85.90%
OATP1B3 inhibitior	+	0.9214	92.14%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8021	80.21%
BSEP inhibitior	+	0.9560	95.60%
P-glycoprotein inhibitior	+	0.7469	74.69%
P-glycoprotein substrate	+	0.7308	73.08%
CYP3A4 substrate	+	0.7501	75.01%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8801	88.01%
CYP3A4 inhibition	-	0.8968	89.68%
CYP2C9 inhibition	-	0.7755	77.55%
CYP2C19 inhibition	-	0.7479	74.79%
CYP2D6 inhibition	-	0.8730	87.30%
CYP1A2 inhibition	-	0.7547	75.47%
CYP2C8 inhibition	+	0.7108	71.08%
CYP inhibitory promiscuity	-	0.8761	87.61%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6000	60.00%
Carcinogenicity (trinary)	Non-required	0.5802	58.02%
Eye corrosion	-	0.9788	97.88%
Eye irritation	-	0.9068	90.68%
Skin irritation	-	0.7562	75.62%
Skin corrosion	-	0.9178	91.78%
Ames mutagenesis	-	0.7754	77.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8118	81.18%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.8591	85.91%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.9665	96.65%
Acute Oral Toxicity (c)	III	0.5575	55.75%
Estrogen receptor binding	+	0.8045	80.45%
Androgen receptor binding	+	0.6919	69.19%
Thyroid receptor binding	+	0.5163	51.63%
Glucocorticoid receptor binding	+	0.7726	77.26%
Aromatase binding	+	0.6403	64.03%
PPAR gamma	+	0.8176	81.76%
Honey bee toxicity	-	0.6074	60.74%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9910	99.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.33%	96.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	97.54%	95.89%
CHEMBL2581	P07339	Cathepsin D	97.00%	98.95%
CHEMBL226	P30542	Adenosine A1 receptor	96.52%	95.93%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.09%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	94.71%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.38%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.30%	91.11%
CHEMBL2179	P04062	Beta-glucocerebrosidase	93.87%	85.31%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.02%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.61%	89.00%
CHEMBL5255	O00206	Toll-like receptor 4	89.99%	92.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.06%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.11%	96.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.77%	93.56%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	86.33%	95.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.31%	94.00%
CHEMBL340	P08684	Cytochrome P450 3A4	86.13%	91.19%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	86.07%	94.08%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.74%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.02%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.86%	100.00%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	83.60%	92.78%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.50%	94.33%
CHEMBL255	P29275	Adenosine A2b receptor	83.37%	98.59%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.03%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.55%	86.33%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.51%	96.38%
CHEMBL211	P08172	Muscarinic acetylcholine receptor M2	82.20%	94.97%
CHEMBL5028	O14672	ADAM10	82.08%	97.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.77%	96.90%
CHEMBL1871	P10275	Androgen Receptor	81.66%	96.43%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.00%	91.03%

Plants that contains it

• Periploca graeca

Cross-Links

• PubChem: 21593961
• LOTUS: LTS0237976
• wikiData: Q104951441