[(2R,3R,4S,6S)-6-[[(3S,5S,8S,9S,10S,12R,13S,14S,17R)-12,14-dihydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl]oxy]-3-[(2S,3R,4R,5R)-3,4-dihydroxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2-methyloxan-4-yl] acetate

Details

• Internal ID: 7937dcf6-d10e-42ef-92b8-05b0c38d0c41
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Cardenolides and derivatives > Cardenolide glycosides and derivatives
• IUPAC Name: [(2R,3R,4S,6S)-6-[[(3S,5S,8S,9S,10S,12R,13S,14S,17R)-12,14-dihydroxy-10,13-dimethyl-17-(5-oxo-2H-furan-3-yl)-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl]oxy]-3-[(2S,3R,4R,5R)-3,4-dihydroxy-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-2-methyloxan-4-yl] acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2COC(C(C2O)O)OC3C(OC(CC3OC(=O)C)OC4CCC5(C(C4)CCC6C5CC(C7(C6(CCC7C8=CC(=O)OC8)O)C)O)C)C)O)O)O
• SMILES (Isomeric): C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2CO[C@H]([C@@H]([C@H]2O)O)O[C@@H]3[C@H](O[C@@H](C[C@@H]3OC(=O)C)O[C@H]4CC[C@]5([C@H](C4)CC[C@H]6[C@@H]5C[C@H]([C@]7([C@@]6(CC[C@@H]7C8=CC(=O)OC8)O)C)O)C)C)O)O)O
• InChI: InChI=1S/C42H64O17/c1-18-32(46)34(48)36(50)39(55-18)58-28-17-53-38(35(49)33(28)47)59-37-19(2)54-31(15-27(37)56-20(3)43)57-23-8-10-40(4)22(13-23)6-7-25-26(40)14-29(44)41(5)24(9-11-42(25,41)51)21-12-30(45)52-16-21/h12,18-19,22-29,31-39,44,46-51H,6-11,13-17H2,1-5H3/t18-,19+,22-,23-,24+,25-,26-,27-,28+,29+,31+,32-,33-,34+,35+,36+,37+,38-,39-,40-,41-,42-/m0/s1
• InChI Key: XSOGBDLOOPADPG-CKYQRGMASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₆₄O₁₇
• Molecular Weight: 840.90 g/mol
• Exact Mass: 840.41435057 g/mol
• Topological Polar Surface Area (TPSA): 250.00 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): 0.34
• H-Bond Acceptor: 17
• H-Bond Donor: 7
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8641	86.41%
Caco-2	-	0.8965	89.65%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8399	83.99%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9227	92.27%
OATP1B3 inhibitior	+	0.9601	96.01%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9295	92.95%
P-glycoprotein inhibitior	+	0.7452	74.52%
P-glycoprotein substrate	+	0.8730	87.30%
CYP3A4 substrate	+	0.7104	71.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9053	90.53%
CYP3A4 inhibition	-	0.9285	92.85%
CYP2C9 inhibition	-	0.9178	91.78%
CYP2C19 inhibition	-	0.9335	93.35%
CYP2D6 inhibition	-	0.9458	94.58%
CYP1A2 inhibition	-	0.9356	93.56%
CYP2C8 inhibition	-	0.6957	69.57%
CYP inhibitory promiscuity	-	0.9627	96.27%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5318	53.18%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9238	92.38%
Skin irritation	-	0.5234	52.34%
Skin corrosion	-	0.9338	93.38%
Ames mutagenesis	-	0.5470	54.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8399	83.99%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.9118	91.18%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.8744	87.44%
Acute Oral Toxicity (c)	I	0.8477	84.77%
Estrogen receptor binding	+	0.8791	87.91%
Androgen receptor binding	+	0.8129	81.29%
Thyroid receptor binding	-	0.6526	65.26%
Glucocorticoid receptor binding	+	0.7366	73.66%
Aromatase binding	+	0.7386	73.86%
PPAR gamma	+	0.8078	80.78%
Honey bee toxicity	-	0.6011	60.11%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.9779	97.79%

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	99.10%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	96.29%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.60%	94.45%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.81%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.63%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	93.11%	97.36%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.96%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.34%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.41%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.61%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.25%	97.09%
CHEMBL3038469	P24941	CDK2/Cyclin A	86.96%	91.38%
CHEMBL340	P08684	Cytochrome P450 3A4	86.33%	91.19%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.13%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.52%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.46%	95.89%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	85.26%	95.71%
CHEMBL2581	P07339	Cathepsin D	85.06%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.70%	92.94%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	84.23%	97.33%
CHEMBL5028	O14672	ADAM10	82.89%	97.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.51%	94.33%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.23%	82.69%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.72%	100.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.15%	91.24%

Plants that contains it

• Ornithogalum nutans

Cross-Links

• PubChem: 162929196
• LOTUS: LTS0183276
• wikiData: Q105341135