1-[(3S,8R,9S,10R,13S,14S,17S)-14,17-dihydroxy-3-[(2R,4S,5S,6R)-4-hydroxy-5-[(2S,4S,5R,6R)-5-[(2S,4R,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,8,9,11,12,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methoxyethanone

Details

• Internal ID: b7fe19c2-1265-45d9-a2fd-46035ac47b7c
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: 1-[(3S,8R,9S,10R,13S,14S,17S)-14,17-dihydroxy-3-[(2R,4S,5S,6R)-4-hydroxy-5-[(2S,4S,5R,6R)-5-[(2S,4R,5R,6R)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,8,9,11,12,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methoxyethanone
• SMILES (Canonical): CC1C(C(CC(O1)OC2C(OC(CC2OC)OC3C(OC(CC3O)OC4CCC5(C6CCC7(C(C6CC=C5C4)(CCC7(C(=O)COC)O)O)C)C)C)C)OC)O
• SMILES (Isomeric): C[C@@H]1[C@H]([C@@H](C[C@@H](O1)O[C@@H]2[C@H](O[C@H](C[C@@H]2OC)O[C@@H]3[C@H](O[C@H](C[C@@H]3O)O[C@H]4CC[C@@]5([C@H]6CC[C@]7([C@@]([C@@H]6CC=C5C4)(CC[C@]7(C(=O)COC)O)O)C)C)C)C)OC)O
• InChI: InChI=1S/C42H68O14/c1-22-36(45)30(49-7)19-34(51-22)56-38-24(3)53-35(20-31(38)50-8)55-37-23(2)52-33(18-29(37)43)54-26-11-13-39(4)25(17-26)9-10-28-27(39)12-14-40(5)41(28,46)15-16-42(40,47)32(44)21-48-6/h9,22-24,26-31,33-38,43,45-47H,10-21H2,1-8H3/t22-,23-,24-,26+,27+,28-,29+,30-,31+,33+,34+,35+,36-,37-,38-,39+,40+,41+,42-/m1/s1
• InChI Key: ATFJJJGUMPKSLU-SCYACEEPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₆₈O₁₄
• Molecular Weight: 797.00 g/mol
• Exact Mass: 796.46090684 g/mol
• Topological Polar Surface Area (TPSA): 181.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.32
• H-Bond Acceptor: 14
• H-Bond Donor: 4
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9466	94.66%
Caco-2	-	0.8802	88.02%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7642	76.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8839	88.39%
OATP1B3 inhibitior	+	0.9188	91.88%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9553	95.53%
P-glycoprotein inhibitior	+	0.7474	74.74%
P-glycoprotein substrate	+	0.7043	70.43%
CYP3A4 substrate	+	0.7361	73.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8604	86.04%
CYP3A4 inhibition	-	0.9203	92.03%
CYP2C9 inhibition	-	0.9147	91.47%
CYP2C19 inhibition	-	0.9372	93.72%
CYP2D6 inhibition	-	0.9442	94.42%
CYP1A2 inhibition	-	0.9306	93.06%
CYP2C8 inhibition	+	0.5887	58.87%
CYP inhibitory promiscuity	-	0.9418	94.18%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5925	59.25%
Eye corrosion	-	0.9902	99.02%
Eye irritation	-	0.9213	92.13%
Skin irritation	+	0.5122	51.22%
Skin corrosion	-	0.9448	94.48%
Ames mutagenesis	-	0.6354	63.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6918	69.18%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	-	0.6069	60.69%
skin sensitisation	-	0.8993	89.93%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.8046	80.46%
Acute Oral Toxicity (c)	I	0.4604	46.04%
Estrogen receptor binding	+	0.8282	82.82%
Androgen receptor binding	+	0.7776	77.76%
Thyroid receptor binding	-	0.5898	58.98%
Glucocorticoid receptor binding	+	0.7198	71.98%
Aromatase binding	+	0.7147	71.47%
PPAR gamma	+	0.7624	76.24%
Honey bee toxicity	-	0.7126	71.26%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5255	52.55%
Fish aquatic toxicity	+	0.9089	90.89%

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	99.36%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.21%	91.11%
CHEMBL1914	P06276	Butyrylcholinesterase	96.09%	95.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.98%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	93.14%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.97%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.35%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	89.65%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.98%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.88%	86.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.77%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.70%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	88.18%	91.07%
CHEMBL2815	P04629	Nerve growth factor receptor Trk-A	86.50%	87.16%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	86.22%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.07%	95.89%
CHEMBL332	P03956	Matrix metalloproteinase-1	84.03%	94.50%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	83.08%	96.38%
CHEMBL5028	O14672	ADAM10	82.27%	97.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.28%	94.00%
CHEMBL2581	P07339	Cathepsin D	80.31%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.08%	99.23%

Plants that contains it

• Periploca sepium

Cross-Links

• PubChem: 162897363
• LOTUS: LTS0089901
• wikiData: Q104918373