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

Details

• Internal ID: 6acd3e27-5811-45aa-ae06-7a4b670729ac
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 2-[2-[2-[3-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-12-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-6-methylhept-5-en-2-yl]oxy-5-hydroxy-6-(hydroxymethyl)-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-4-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(OC(C2OC3C(C(C(C(O3)C)O)O)O)OC(C)(CCC=C(C)C)C4CCC5(C4C(CC6C5(CCC7C6(CCC(C7(C)C)OC8C(C(C(C(O8)CO)O)O)OC9C(C(C(C(O9)CO)O)O)O)C)C)O)C)CO)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C(OC(C2OC3C(C(C(C(O3)C)O)O)O)OC(C)(CCC=C(C)C)C4CCC5(C4C(CC6C5(CCC7C6(CCC(C7(C)C)OC8C(C(C(C(O8)CO)O)O)OC9C(C(C(C(O9)CO)O)O)O)C)C)O)C)CO)O)O)O)O
• InChI: InChI=1S/C60H102O26/c1-24(2)12-11-16-60(10,86-55-50(85-52-46(75)42(71)37(66)26(4)78-52)48(40(69)31(23-63)81-55)83-51-45(74)41(70)36(65)25(3)77-51)27-13-18-59(9)35(27)28(64)20-33-57(7)17-15-34(56(5,6)32(57)14-19-58(33,59)8)82-54-49(44(73)39(68)30(22-62)80-54)84-53-47(76)43(72)38(67)29(21-61)79-53/h12,25-55,61-76H,11,13-23H2,1-10H3
• InChI Key: UCSWTRGFNNYKGG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆₀H₁₀₂O₂₆
• Molecular Weight: 1239.40 g/mol
• Exact Mass: 1238.66593335 g/mol
• Topological Polar Surface Area (TPSA): 416.00 Ų
• XlogP: 0.20
• Atomic LogP (AlogP): -2.32
• H-Bond Acceptor: 26
• H-Bond Donor: 16
• Rotatable Bonds: 17

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	-	0.9027	90.27%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7251	72.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7957	79.57%
OATP1B3 inhibitior	+	0.8189	81.89%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.8866	88.66%
P-glycoprotein inhibitior	+	0.7489	74.89%
P-glycoprotein substrate	-	0.6880	68.80%
CYP3A4 substrate	+	0.7289	72.89%
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	+	0.6892	68.92%
CYP inhibitory promiscuity	-	0.9413	94.13%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6474	64.74%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9001	90.01%
Skin irritation	-	0.5956	59.56%
Skin corrosion	-	0.9488	94.88%
Ames mutagenesis	-	0.7854	78.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8324	83.24%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5347	53.47%
skin sensitisation	-	0.8991	89.91%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.8199	81.99%
Acute Oral Toxicity (c)	I	0.5677	56.77%
Estrogen receptor binding	+	0.7784	77.84%
Androgen receptor binding	+	0.7492	74.92%
Thyroid receptor binding	+	0.6026	60.26%
Glucocorticoid receptor binding	+	0.7645	76.45%
Aromatase binding	+	0.6522	65.22%
PPAR gamma	+	0.8090	80.90%
Honey bee toxicity	-	0.5426	54.26%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
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	98.10%	91.11%
CHEMBL3714130	P46095	G-protein coupled receptor 6	95.41%	97.36%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.38%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.24%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.94%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	92.46%	92.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.56%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.44%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.29%	100.00%
CHEMBL226	P30542	Adenosine A1 receptor	88.53%	95.93%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.91%	95.50%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	86.73%	95.58%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.12%	89.00%
CHEMBL2581	P07339	Cathepsin D	85.72%	98.95%
CHEMBL218	P21554	Cannabinoid CB1 receptor	85.67%	96.61%
CHEMBL1937	Q92769	Histone deacetylase 2	85.37%	94.75%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	84.14%	91.24%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	83.29%	100.00%
CHEMBL1951	P21397	Monoamine oxidase A	82.61%	91.49%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.07%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.73%	93.04%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.36%	100.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.96%	95.83%
CHEMBL1977	P11473	Vitamin D receptor	80.90%	99.43%
CHEMBL259	P32245	Melanocortin receptor 4	80.41%	95.38%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.21%	96.90%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.10%	95.89%

Plants that contains it

• Gynostemma pentaphyllum

Cross-Links

• PubChem: 162957677
• LOTUS: LTS0219663
• wikiData: Q105270112