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

Details

• Internal ID: 50de34f1-3754-43ea-8c9c-81cd50bbecd9
• 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-[[12-hydroxy-4,4,8,14-tetramethyl-17-[6-methyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-yl]-1,2,3,5,6,7,9,10,11,12,13,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl]oxy]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)OC7C(C(C(C(O7)CO)O)O)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@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)C
• InChI: InChI=1S/C47H80O18/c1-21(2)9-8-14-47(7,65-42-39(59)36(56)33(53)28(19-49)61-42)24-13-16-46(6)31(24)26(51)17-25-22-10-11-30(44(3,4)23(22)12-15-45(25,46)5)63-43-40(37(57)34(54)29(20-50)62-43)64-41-38(58)35(55)32(52)27(18-48)60-41/h9,22-43,48-59H,8,10-20H2,1-7H3/t22?,23?,24?,25?,26?,27-,28-,29-,30?,31?,32-,33-,34-,35+,36+,37+,38-,39-,40-,41+,42+,43+,45?,46?,47?/m1/s1
• InChI Key: DOJKKIWEAJRNAT-FJRIWHNBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₈₀O₁₈
• Molecular Weight: 933.10 g/mol
• Exact Mass: 932.53446570 g/mol
• Topological Polar Surface Area (TPSA): 298.00 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): -0.42
• H-Bond Acceptor: 18
• H-Bond Donor: 12
• Rotatable Bonds: 13

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	-	0.9011	90.11%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.8429	84.29%
Subcellular localzation	Mitochondria	0.7251	72.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8139	81.39%
OATP1B3 inhibitior	+	0.8189	81.89%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.7515	75.15%
P-glycoprotein inhibitior	+	0.7588	75.88%
P-glycoprotein substrate	-	0.6603	66.03%
CYP3A4 substrate	+	0.7248	72.48%
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	+	0.6548	65.48%
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	-	0.9063	90.63%
Skin irritation	-	0.5956	59.56%
Skin corrosion	-	0.9488	94.88%
Ames mutagenesis	-	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8184	81.84%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5282	52.82%
skin sensitisation	-	0.8991	89.91%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.6921	69.21%
Acute Oral Toxicity (c)	I	0.5677	56.77%
Estrogen receptor binding	+	0.8035	80.35%
Androgen receptor binding	+	0.7673	76.73%
Thyroid receptor binding	-	0.5570	55.70%
Glucocorticoid receptor binding	+	0.6684	66.84%
Aromatase binding	+	0.6703	67.03%
PPAR gamma	+	0.7720	77.20%
Honey bee toxicity	-	0.5115	51.15%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
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	98.40%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.46%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	95.30%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.88%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.57%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	91.29%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	90.67%	97.79%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.43%	86.33%
CHEMBL226	P30542	Adenosine A1 receptor	88.68%	95.93%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.52%	97.36%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.38%	94.45%
CHEMBL259	P32245	Melanocortin receptor 4	88.30%	95.38%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.01%	92.94%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.00%	97.14%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	86.00%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.76%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.64%	95.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.88%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.31%	89.00%
CHEMBL2581	P07339	Cathepsin D	83.01%	98.95%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.49%	92.88%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.35%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.23%	100.00%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	81.19%	95.58%
CHEMBL1937	Q92769	Histone deacetylase 2	80.76%	94.75%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.13%	91.24%

Plants that contains it

• Gynostemma pentaphyllum

Cross-Links

• PubChem: 5317920
• NPASS: NPC209250
• LOTUS: LTS0017393
• wikiData: Q105104175