2-[4,5-dihydroxy-6-(hydroxymethyl)-2-[[2-hydroxy-4,4,8,10,14-pentamethyl-17-[6-methyl-2-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxan-2-yl]oxyhept-5-en-2-yl]-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: e616780d-ad01-4edc-ba11-37c2aee2f502
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 2-[4,5-dihydroxy-6-(hydroxymethyl)-2-[[2-hydroxy-4,4,8,10,14-pentamethyl-17-[6-methyl-2-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxyoxan-2-yl)oxymethyl]oxan-2-yl]oxyhept-5-en-2-yl]-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
• InChI: InChI=1S/C53H90O22/c1-23(2)10-9-15-53(8,75-47-42(67)38(63)36(61)30(72-47)22-69-45-40(65)33(58)27(57)21-68-45)25-13-16-51(6)24(25)11-12-32-50(5)18-26(56)44(49(3,4)31(50)14-17-52(32,51)7)74-48-43(39(64)35(60)29(20-55)71-48)73-46-41(66)37(62)34(59)28(19-54)70-46/h10,24-48,54-67H,9,11-22H2,1-8H3
• InChI Key: PLSZOEBNLUFJFR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₉₀O₂₂
• Molecular Weight: 1079.30 g/mol
• Exact Mass: 1078.59237449 g/mol
• Topological Polar Surface Area (TPSA): 357.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): -1.56
• H-Bond Acceptor: 22
• H-Bond Donor: 14
• Rotatable Bonds: 15

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	-	0.9209	92.09%
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	+	0.8400	84.00%
OATP1B3 inhibitior	+	0.8189	81.89%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.8615	86.15%
P-glycoprotein inhibitior	+	0.7527	75.27%
P-glycoprotein substrate	-	0.5102	51.02%
CYP3A4 substrate	+	0.7340	73.40%
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	+	0.7130	71.30%
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	-	0.9019	90.19%
Skin irritation	-	0.5956	59.56%
Skin corrosion	-	0.9488	94.88%
Ames mutagenesis	-	0.6054	60.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8472	84.72%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.5236	52.36%
skin sensitisation	-	0.8991	89.91%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.7895	78.95%
Acute Oral Toxicity (c)	I	0.5677	56.77%
Estrogen receptor binding	+	0.7830	78.30%
Androgen receptor binding	+	0.7560	75.60%
Thyroid receptor binding	+	0.5377	53.77%
Glucocorticoid receptor binding	+	0.7360	73.60%
Aromatase binding	+	0.6465	64.65%
PPAR gamma	+	0.7901	79.01%
Honey bee toxicity	-	0.5541	55.41%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
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	99.33%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.20%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	96.38%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.42%	96.09%
CHEMBL1951	P21397	Monoamine oxidase A	94.90%	91.49%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.02%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	93.49%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.42%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.46%	95.89%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	91.41%	95.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	90.92%	91.24%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.49%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.63%	86.33%
CHEMBL3714130	P46095	G-protein coupled receptor 6	87.63%	97.36%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.56%	97.14%
CHEMBL1937	Q92769	Histone deacetylase 2	86.38%	94.75%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	86.29%	95.71%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.04%	92.94%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	85.87%	91.03%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	85.83%	95.83%
CHEMBL2581	P07339	Cathepsin D	84.16%	98.95%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.99%	100.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.31%	92.62%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.29%	96.90%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.76%	92.88%
CHEMBL5555	O00767	Acyl-CoA desaturase	82.00%	97.50%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	81.26%	100.00%
CHEMBL2243	O00519	Anandamide amidohydrolase	80.69%	97.53%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.48%	91.07%
CHEMBL233	P35372	Mu opioid receptor	80.15%	97.93%
CHEMBL2842	P42345	Serine/threonine-protein kinase mTOR	80.09%	92.78%

Plants that contains it

• Gynostemma yixingense

Cross-Links

• PubChem: 162868543
• LOTUS: LTS0246870
• wikiData: Q105211217