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

Details

• Internal ID: 17c9e1b4-84bd-4203-b2ff-6b556fd81f9e
• 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-2-[[12-hydroxy-17-(2-hydroxy-6-methylhept-5-en-2-yl)-4,4,8,14-tetramethyl-1,2,3,5,6,7,9,10,11,12,13,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl]oxy]-6-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• SMILES (Canonical): CC(=CCCC(C)(C1CCC2(C1C(CC3C2(CCC4C3CCC(C4(C)C)OC5C(C(C(C(O5)CO)O)O)OC6C(C(C(C(O6)CO)O)O)O)C)O)C)O)C
• SMILES (Isomeric): CC(=CCCC(C)(C1CCC2(C1C(CC3C2(CCC4C3CCC(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)C)O)C)O)C
• InChI: InChI=1S/C41H70O13/c1-20(2)9-8-14-41(7,50)23-13-16-40(6)29(23)25(44)17-24-21-10-11-28(38(3,4)22(21)12-15-39(24,40)5)53-37-35(33(48)31(46)27(19-43)52-37)54-36-34(49)32(47)30(45)26(18-42)51-36/h9,21-37,42-50H,8,10-19H2,1-7H3/t21?,22?,23?,24?,25?,26-,27-,28?,29?,30-,31-,32+,33+,34-,35-,36+,37+,39?,40?,41?/m1/s1
• InChI Key: JZIOWWOOGNFXQC-QKKQBXGHSA-N
• Popularity: 1 reference 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: 3.60
• Atomic LogP (AlogP): 1.76
• H-Bond Acceptor: 13
• H-Bond Donor: 9
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6877	68.77%
Caco-2	-	0.8829	88.29%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7251	72.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8116	81.16%
OATP1B3 inhibitior	+	0.8189	81.89%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.5000	50.00%
P-glycoprotein inhibitior	+	0.7852	78.52%
P-glycoprotein substrate	-	0.7362	73.62%
CYP3A4 substrate	+	0.7269	72.69%
CYP2C9 substrate	-	0.7890	78.90%
CYP2D6 substrate	-	0.8406	84.06%
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	+	0.6474	64.74%
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	-	0.9120	91.20%
Skin irritation	-	0.5956	59.56%
Skin corrosion	-	0.9488	94.88%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8271	82.71%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5843	58.43%
skin sensitisation	-	0.8991	89.91%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.7495	74.95%
Acute Oral Toxicity (c)	I	0.5677	56.77%
Estrogen receptor binding	+	0.7747	77.47%
Androgen receptor binding	+	0.7655	76.55%
Thyroid receptor binding	-	0.6068	60.68%
Glucocorticoid receptor binding	+	0.6048	60.48%
Aromatase binding	+	0.6840	68.40%
PPAR gamma	+	0.7280	72.80%
Honey bee toxicity	-	0.5106	51.06%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.48%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.61%	91.11%
CHEMBL2996	Q05655	Protein kinase C delta	95.76%	97.79%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.96%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.48%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.77%	96.61%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	92.11%	95.58%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.45%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.64%	86.33%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	89.53%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	89.17%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.78%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.90%	92.94%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.66%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.55%	97.14%
CHEMBL1937	Q92769	Histone deacetylase 2	86.14%	94.75%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.69%	97.36%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.15%	85.14%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	83.01%	92.88%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	82.79%	95.50%
CHEMBL2581	P07339	Cathepsin D	82.33%	98.95%
CHEMBL259	P32245	Melanocortin receptor 4	82.02%	95.38%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.94%	93.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.66%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.85%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.69%	92.62%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	80.53%	95.52%

Plants that contains it

• Gynostemma pentaphyllum

Cross-Links

• PubChem: 5317876
• NPASS: NPC290733
• LOTUS: LTS0237978
• wikiData: Q105137415