3beta-(2-O,4-O-Di-alpha-L-rhamnopyranosyl-beta-D-glucopyranosyloxy)-21-methoxypregna-5,16-diene-20-one

Details

• Internal ID: d1d2242c-6d05-4280-b65d-7d5bfe554aad
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: 1-[(3S,8R,9S,10R,13S,14S)-3-[(2R,3R,4S,5S,6R)-4-hydroxy-6-(hydroxymethyl)-3,5-bis[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy]oxan-2-yl]oxy-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15-decahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methoxyethanone
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(OC(C(C2O)OC3C(C(C(C(O3)C)O)O)O)OC4CCC5(C6CCC7(C(C6CC=C5C4)CC=C7C(=O)COC)C)C)CO)O)O)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@@H]([C@H]2O)O[C@H]3[C@@H]([C@@H]([C@H]([C@@H](O3)C)O)O)O)O[C@H]4CC[C@@]5([C@H]6CC[C@]7([C@H]([C@@H]6CC=C5C4)CC=C7C(=O)COC)C)C)CO)O)O)O
• InChI: InChI=1S/C40H62O16/c1-17-27(43)29(45)31(47)36(51-17)55-34-26(15-41)54-38(35(33(34)49)56-37-32(48)30(46)28(44)18(2)52-37)53-20-10-12-39(3)19(14-20)6-7-21-22-8-9-24(25(42)16-50-5)40(22,4)13-11-23(21)39/h6,9,17-18,20-23,26-38,41,43-49H,7-8,10-16H2,1-5H3/t17-,18-,20-,21-,22-,23-,26+,27-,28-,29+,30+,31+,32+,33-,34+,35+,36-,37-,38+,39-,40-/m0/s1
• InChI Key: VDNGQXUEDLDBAA-SWFCRFJGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₆₂O₁₆
• Molecular Weight: 798.90 g/mol
• Exact Mass: 798.40378589 g/mol
• Topological Polar Surface Area (TPSA): 244.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.41
• H-Bond Acceptor: 16
• 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	+	0.7158	71.58%
Caco-2	-	0.8839	88.39%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.7456	74.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8821	88.21%
OATP1B3 inhibitior	+	0.8816	88.16%
MATE1 inhibitior	-	0.9812	98.12%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8124	81.24%
P-glycoprotein inhibitior	+	0.7126	71.26%
P-glycoprotein substrate	-	0.5328	53.28%
CYP3A4 substrate	+	0.7249	72.49%
CYP2C9 substrate	-	0.8008	80.08%
CYP2D6 substrate	-	0.8835	88.35%
CYP3A4 inhibition	-	0.9552	95.52%
CYP2C9 inhibition	-	0.9417	94.17%
CYP2C19 inhibition	-	0.9239	92.39%
CYP2D6 inhibition	-	0.9415	94.15%
CYP1A2 inhibition	-	0.8986	89.86%
CYP2C8 inhibition	+	0.6786	67.86%
CYP inhibitory promiscuity	-	0.9534	95.34%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5542	55.42%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9218	92.18%
Skin irritation	-	0.5905	59.05%
Skin corrosion	-	0.9446	94.46%
Ames mutagenesis	-	0.9100	91.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7028	70.28%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.8694	86.94%
skin sensitisation	-	0.8878	88.78%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.7579	75.79%
Acute Oral Toxicity (c)	III	0.4322	43.22%
Estrogen receptor binding	+	0.8276	82.76%
Androgen receptor binding	+	0.7208	72.08%
Thyroid receptor binding	-	0.5827	58.27%
Glucocorticoid receptor binding	+	0.6297	62.97%
Aromatase binding	+	0.6528	65.28%
PPAR gamma	+	0.7074	70.74%
Honey bee toxicity	-	0.6256	62.56%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5955	59.55%
Fish aquatic toxicity	+	0.8634	86.34%

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	99.00%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.18%	91.11%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	91.79%	89.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.27%	100.00%
CHEMBL2581	P07339	Cathepsin D	91.08%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.45%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.16%	89.00%
CHEMBL1937	Q92769	Histone deacetylase 2	88.60%	94.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.96%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.88%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.67%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	87.59%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.38%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	86.69%	95.89%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.28%	91.24%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.21%	95.89%
CHEMBL5255	O00206	Toll-like receptor 4	84.98%	92.50%
CHEMBL3714130	P46095	G-protein coupled receptor 6	84.19%	97.36%
CHEMBL3430907	Q96GD4	Aurora kinase B/Inner centromere protein	81.18%	97.50%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.32%	94.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.31%	95.50%
CHEMBL5028	O14672	ADAM10	80.03%	97.50%

Plants that contains it

• Dioscorea futschauensis
• Phragmites australis

Cross-Links

• PubChem: 10865670
• NPASS: NPC305586
• LOTUS: LTS0031879
• wikiData: Q105284268