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

Details

• Internal ID: 497f069f-2dcd-4a3d-8f09-6f58ebd50451
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2S,3R,4S,5S,6R)-2-[1-[3-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-10-(hydroxymethyl)-4,4,8,14-tetramethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-1-hydroxy-5-methylhex-4-enyl]-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)(C7C(C(C(C(O7)CO)O)O)O)O)C
• SMILES (Isomeric): CC(=CCCC([C@@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)(C2CCC3(C2CCC4C3(CCC5C4(CCC(C5(C)C)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)CO)O)O)O)CO)C)C)O)C
• InChI: InChI=1S/C47H80O18/c1-22(2)8-7-14-47(60,40-37(58)34(55)31(52)25(18-48)61-40)24-11-15-44(5)23(24)9-10-29-45(44,6)16-12-28-43(3,4)30(13-17-46(28,29)21-51)64-42-39(36(57)33(54)27(20-50)63-42)65-41-38(59)35(56)32(53)26(19-49)62-41/h8,23-42,48-60H,7,9-21H2,1-6H3/t23?,24?,25-,26-,27-,28?,29?,30?,31-,32-,33-,34+,35+,36+,37-,38-,39-,40+,41+,42+,44?,45?,46?,47?/m1/s1
• InChI Key: MQVJYXAMWZAACT-ZSJPBVOISA-N
• Popularity: 1 reference 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): 309.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): -1.03
• H-Bond Acceptor: 18
• H-Bond Donor: 13
• 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	-	0.8938	89.38%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7251	72.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8293	82.93%
OATP1B3 inhibitior	+	0.8189	81.89%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.7717	77.17%
P-glycoprotein inhibitior	+	0.7594	75.94%
P-glycoprotein substrate	-	0.7155	71.55%
CYP3A4 substrate	+	0.7188	71.88%
CYP2C9 substrate	-	0.7965	79.65%
CYP2D6 substrate	-	0.8459	84.59%
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	+	0.6682	66.82%
CYP inhibitory promiscuity	-	0.9413	94.13%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6474	64.74%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9057	90.57%
Skin irritation	-	0.5956	59.56%
Skin corrosion	-	0.9488	94.88%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8323	83.23%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5289	52.89%
skin sensitisation	-	0.8991	89.91%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.5430	54.30%
Acute Oral Toxicity (c)	I	0.5677	56.77%
Estrogen receptor binding	+	0.7975	79.75%
Androgen receptor binding	+	0.7610	76.10%
Thyroid receptor binding	-	0.5633	56.33%
Glucocorticoid receptor binding	+	0.6466	64.66%
Aromatase binding	+	0.6479	64.79%
PPAR gamma	+	0.7770	77.70%
Honey bee toxicity	-	0.5660	56.60%
Biodegradation	-	0.7250	72.50%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.26%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.80%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.34%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.91%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.97%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.28%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.27%	100.00%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	88.05%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.82%	86.33%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	85.53%	95.50%
CHEMBL226	P30542	Adenosine A1 receptor	85.51%	95.93%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.22%	92.94%
CHEMBL233	P35372	Mu opioid receptor	84.21%	97.93%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.18%	92.62%
CHEMBL3401	O75469	Pregnane X receptor	83.98%	94.73%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.67%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	82.33%	94.75%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.19%	92.88%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.11%	99.17%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.53%	100.00%
CHEMBL3286	P00749	Urokinase-type plasminogen activator	81.22%	97.88%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.13%	93.00%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	81.05%	91.03%

Plants that contains it

• Gynostemma pentaphyllum

Cross-Links

• PubChem: 11968567
• LOTUS: LTS0230960
• wikiData: Q105170302