3-[(3S,5R,8R,9S,10S,13R,14S)-14-hydroxy-3-[(2R,4S,5R,6R)-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4S,5R,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]methoxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15-dodecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one

Details

• Internal ID: 672d8867-4e02-4346-83b4-092acf01416c
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: 3-[(3S,5R,8R,9S,10S,13R,14S)-14-hydroxy-3-[(2R,4S,5R,6R)-4-methoxy-6-methyl-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4S,5R,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]methoxymethyl]oxan-2-yl]oxyoxan-2-yl]oxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15-dodecahydrocyclopenta[a]phenanthren-17-yl]-2H-furan-5-one
• SMILES (Canonical): CC1C(C(CC(O1)OC2CCC3(C(C2)CCC4C3CCC5(C4(CC=C5C6=CC(=O)OC6)O)C)C)OC)OC7C(C(C(C(O7)COCC8C(C(C(C(O8)O)O)O)O)O)O)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2CC[C@]3([C@@H](C2)CC[C@@H]4[C@@H]3CC[C@]5([C@@]4(CC=C5C6=CC(=O)OC6)O)C)C)OC)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)COC[C@@H]8[C@H]([C@@H]([C@H]([C@@H](O8)O)O)O)O)O)O)O
• InChI: InChI=1S/C42H64O17/c1-19-37(59-39-36(49)34(47)32(45)28(58-39)18-53-17-27-31(44)33(46)35(48)38(50)57-27)26(52-4)15-30(55-19)56-22-7-10-40(2)21(14-22)5-6-25-24(40)8-11-41(3)23(9-12-42(25,41)51)20-13-29(43)54-16-20/h9,13,19,21-22,24-28,30-39,44-51H,5-8,10-12,14-18H2,1-4H3/t19-,21-,22+,24+,25-,26+,27-,28-,30+,31-,32-,33+,34+,35-,36-,37-,38-,39+,40+,41-,42+/m1/s1
• InChI Key: CIQCCXUYEZRWFT-DFLYTYMASA-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): 253.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -0.29
• H-Bond Acceptor: 17
• H-Bond Donor: 8
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8784	87.84%
Caco-2	-	0.8873	88.73%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7748	77.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8648	86.48%
OATP1B3 inhibitior	+	0.9535	95.35%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9233	92.33%
P-glycoprotein inhibitior	+	0.7404	74.04%
P-glycoprotein substrate	+	0.7639	76.39%
CYP3A4 substrate	+	0.7445	74.45%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8937	89.37%
CYP3A4 inhibition	-	0.9445	94.45%
CYP2C9 inhibition	-	0.9048	90.48%
CYP2C19 inhibition	-	0.9090	90.90%
CYP2D6 inhibition	-	0.9401	94.01%
CYP1A2 inhibition	-	0.9342	93.42%
CYP2C8 inhibition	+	0.5600	56.00%
CYP inhibitory promiscuity	-	0.9578	95.78%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5631	56.31%
Eye corrosion	-	0.9888	98.88%
Eye irritation	-	0.9193	91.93%
Skin irritation	-	0.5890	58.90%
Skin corrosion	-	0.9420	94.20%
Ames mutagenesis	-	0.6879	68.79%
Human Ether-a-go-go-Related Gene inhibition	+	0.8119	81.19%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.8942	89.42%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.8567	85.67%
Acute Oral Toxicity (c)	I	0.7402	74.02%
Estrogen receptor binding	+	0.8390	83.90%
Androgen receptor binding	+	0.7731	77.31%
Thyroid receptor binding	-	0.6242	62.42%
Glucocorticoid receptor binding	+	0.6741	67.41%
Aromatase binding	+	0.7212	72.12%
PPAR gamma	+	0.7607	76.07%
Honey bee toxicity	-	0.5735	57.35%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9245	92.45%

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	98.73%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.30%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	97.24%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	96.85%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.97%	94.45%
CHEMBL4040	P28482	MAP kinase ERK2	95.89%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.82%	97.09%
CHEMBL1871	P10275	Androgen Receptor	94.41%	96.43%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.31%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.70%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	88.24%	92.94%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.15%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.09%	86.33%
CHEMBL2581	P07339	Cathepsin D	88.02%	98.95%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	86.41%	94.23%
CHEMBL5255	O00206	Toll-like receptor 4	86.03%	92.50%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	85.12%	97.33%
CHEMBL1937	Q92769	Histone deacetylase 2	83.58%	94.75%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	83.49%	94.33%
CHEMBL5957	P21589	5'-nucleotidase	82.85%	97.78%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.80%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.36%	96.00%
CHEMBL5028	O14672	ADAM10	82.03%	97.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.72%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.41%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.73%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.25%	97.14%

Plants that contains it

• Adenium obesum

Cross-Links

• PubChem: 162842676
• LOTUS: LTS0236727
• wikiData: Q104960122