(2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[[10-(hydroxymethyl)-17-(1-hydroxy-5-methylhex-4-enyl)-4,4,8,14-tetramethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Details

• Internal ID: 5d83b84c-8f0c-4151-9bd1-9fa879bdba54
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[[10-(hydroxymethyl)-17-(1-hydroxy-5-methylhex-4-enyl)-4,4,8,14-tetramethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(=CCCC(C1CCC2(C1CCC3C2(CCC4C3(CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)CO)C)C)O)C
• SMILES (Isomeric): CC(=CCCC(C1CCC2(C1CCC3C2(CCC4C3(CCC(C4(C)C)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O)CO)C)C)O)C
• InChI: InChI=1S/C41H70O13/c1-21(2)8-7-9-24(45)22-12-15-39(5)23(22)10-11-28-40(39,6)16-13-27-38(3,4)29(14-17-41(27,28)20-44)53-37-35(33(49)31(47)26(19-43)52-37)54-36-34(50)32(48)30(46)25(18-42)51-36/h8,22-37,42-50H,7,9-20H2,1-6H3/t22?,23?,24?,25-,26-,27?,28?,29?,30-,31-,32+,33+,34-,35-,36+,37+,39?,40?,41?/m1/s1
• InChI Key: AADJVSLFZQUWEG-RVMGFPDHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₇₀O₁₃
• Molecular Weight: 771.00 g/mol
• Exact Mass: 770.48164228 g/mol
• Topological Polar Surface Area (TPSA): 219.00 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 1.76
• H-Bond Acceptor: 13
• H-Bond Donor: 9
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6877	68.77%
Caco-2	-	0.8825	88.25%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7251	72.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8513	85.13%
OATP1B3 inhibitior	+	0.8189	81.89%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.6035	60.35%
P-glycoprotein inhibitior	+	0.7774	77.74%
P-glycoprotein substrate	-	0.6950	69.50%
CYP3A4 substrate	+	0.7145	71.45%
CYP2C9 substrate	-	0.8025	80.25%
CYP2D6 substrate	-	0.8264	82.64%
CYP3A4 inhibition	-	0.9502	95.02%
CYP2C9 inhibition	-	0.8671	86.71%
CYP2C19 inhibition	-	0.9036	90.36%
CYP2D6 inhibition	-	0.9380	93.80%
CYP1A2 inhibition	-	0.9057	90.57%
CYP2C8 inhibition	+	0.5969	59.69%
CYP inhibitory promiscuity	-	0.9413	94.13%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6474	64.74%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9130	91.30%
Skin irritation	-	0.5956	59.56%
Skin corrosion	-	0.9488	94.88%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8529	85.29%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.7577	75.77%
skin sensitisation	-	0.8991	89.91%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.5663	56.63%
Acute Oral Toxicity (c)	I	0.5677	56.77%
Estrogen receptor binding	+	0.7531	75.31%
Androgen receptor binding	+	0.7715	77.15%
Thyroid receptor binding	-	0.5950	59.50%
Glucocorticoid receptor binding	+	0.5843	58.43%
Aromatase binding	+	0.6709	67.09%
PPAR gamma	+	0.7123	71.23%
Honey bee toxicity	-	0.5483	54.83%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9172	91.72%

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	96.44%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.36%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.89%	96.61%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	92.23%	96.38%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	91.50%	95.58%
CHEMBL233	P35372	Mu opioid receptor	90.87%	97.93%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	90.74%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.59%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.36%	95.89%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	90.09%	92.86%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.67%	97.25%
CHEMBL1937	Q92769	Histone deacetylase 2	89.20%	94.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.70%	97.09%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.76%	95.50%
CHEMBL2581	P07339	Cathepsin D	86.56%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.36%	100.00%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	86.27%	97.47%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.94%	91.24%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.93%	100.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	85.37%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.81%	99.17%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	84.32%	92.88%
CHEMBL2094135	Q96BI3	Gamma-secretase	83.72%	98.05%
CHEMBL4227	P25090	Lipoxin A4 receptor	83.53%	100.00%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	82.94%	82.50%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	82.82%	97.29%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.79%	92.62%
CHEMBL221	P23219	Cyclooxygenase-1	82.37%	90.17%
CHEMBL226	P30542	Adenosine A1 receptor	81.25%	95.93%
CHEMBL333	P08253	Matrix metalloproteinase-2	81.17%	96.31%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.12%	89.50%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.06%	93.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.03%	91.03%
CHEMBL259	P32245	Melanocortin receptor 4	80.11%	95.38%

Plants that contains it

• Gynostemma pentaphyllum

Cross-Links

• PubChem: 11968576
• NPASS: NPC99674
• LOTUS: LTS0024492
• wikiData: Q105091136