[3-hydroxy-6-[[17-[2-hydroxy-6-methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]methyl acetate

Details

• Internal ID: 4eb422e6-64f2-4f46-9474-30c4393fdc0d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: [3-hydroxy-6-[[17-[2-hydroxy-6-methyl-1-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyhept-5-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy]-5-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-4-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-2-yl]methyl acetate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CCC4(C5CCC6C(CCC6(C5(CCC4C3(C)C)C)C)C(CCC=C(C)C)(COC7C(C(C(C(O7)CO)O)O)O)O)C)COC(=O)C)O)OC8C(C(C(CO8)O)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CCC4(C5CCC6C(CCC6(C5(CCC4C3(C)C)C)C)C(CCC=C(C)C)(COC7C(C(C(C(O7)CO)O)O)O)O)C)COC(=O)C)O)OC8C(C(C(CO8)O)O)O)O)O)O
• InChI: InChI=1S/C55H92O22/c1-25(2)11-10-17-55(68,24-71-48-43(66)41(64)38(61)31(21-56)73-48)29-14-19-53(8)28(29)12-13-34-52(7)18-16-35(51(5,6)33(52)15-20-54(34,53)9)75-50-46(77-49-44(67)40(63)36(59)26(3)72-49)45(39(62)32(74-50)23-69-27(4)57)76-47-42(65)37(60)30(58)22-70-47/h11,26,28-50,56,58-68H,10,12-24H2,1-9H3
• InChI Key: COEHGCNHDOMMQQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₅H₉₂O₂₂
• Molecular Weight: 1105.30 g/mol
• Exact Mass: 1104.60802456 g/mol
• Topological Polar Surface Area (TPSA): 343.00 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 0.04
• H-Bond Acceptor: 22
• H-Bond Donor: 12
• Rotatable Bonds: 16

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7719	77.19%
Caco-2	-	0.8845	88.45%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8134	81.34%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7858	78.58%
OATP1B3 inhibitior	-	0.2428	24.28%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6776	67.76%
BSEP inhibitior	+	0.9604	96.04%
P-glycoprotein inhibitior	+	0.7489	74.89%
P-glycoprotein substrate	+	0.5096	50.96%
CYP3A4 substrate	+	0.7462	74.62%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8887	88.87%
CYP3A4 inhibition	-	0.9469	94.69%
CYP2C9 inhibition	-	0.8637	86.37%
CYP2C19 inhibition	-	0.9118	91.18%
CYP2D6 inhibition	-	0.9391	93.91%
CYP1A2 inhibition	-	0.9069	90.69%
CYP2C8 inhibition	+	0.7639	76.39%
CYP inhibitory promiscuity	-	0.9514	95.14%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6516	65.16%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9009	90.09%
Skin irritation	-	0.5512	55.12%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8023	80.23%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.6997	69.97%
skin sensitisation	-	0.9013	90.13%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.9041	90.41%
Acute Oral Toxicity (c)	I	0.4409	44.09%
Estrogen receptor binding	+	0.7787	77.87%
Androgen receptor binding	+	0.7444	74.44%
Thyroid receptor binding	+	0.5309	53.09%
Glucocorticoid receptor binding	+	0.7868	78.68%
Aromatase binding	+	0.6335	63.35%
PPAR gamma	+	0.8106	81.06%
Honey bee toxicity	-	0.5927	59.27%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9413	94.13%

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	97.63%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.31%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	94.95%	96.61%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.81%	97.25%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	92.60%	91.24%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.22%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.72%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	91.16%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.64%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.59%	100.00%
CHEMBL3714130	P46095	G-protein coupled receptor 6	88.43%	97.36%
CHEMBL2581	P07339	Cathepsin D	87.71%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	87.66%	94.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.83%	89.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.02%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	85.37%	92.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.81%	99.17%
CHEMBL1951	P21397	Monoamine oxidase A	84.61%	91.49%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.19%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.25%	92.94%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	82.23%	89.67%
CHEMBL5028	O14672	ADAM10	82.01%	97.50%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	81.97%	96.90%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	81.28%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.87%	95.50%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.70%	95.83%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.39%	93.00%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	80.22%	94.33%

Plants that contains it

• Gynostemma pentaphyllum

Cross-Links

• PubChem: 72819262
• LOTUS: LTS0013944
• wikiData: Q104966779