2-[4,5-dihydroxy-6-(hydroxymethyl)-2-[[7-hydroxy-4,4,8,10,14-pentamethyl-17-[6-methyl-2-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-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-methyloxane-3,4,5-triol

Details

• Internal ID: 845c010b-5b69-4e39-ab2d-d01b3bdd8ba0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 2-[4,5-dihydroxy-6-(hydroxymethyl)-2-[[7-hydroxy-4,4,8,10,14-pentamethyl-17-[6-methyl-2-[3,4,5-trihydroxy-6-[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-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-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CCC4(C5CCC6C(CCC6(C5(C(CC4C3(C)C)O)C)C)C(C)(CCC=C(C)C)OC7C(C(C(C(O7)COC8C(C(C(C(O8)CO)O)O)O)O)O)O)C)CO)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3CCC4(C5CCC6C(CCC6(C5(C(CC4C3(C)C)O)C)C)C(C)(CCC=C(C)C)OC7C(C(C(C(O7)COC8C(C(C(C(O8)CO)O)O)O)O)O)O)C)CO)O)O)O)O)O
• InChI: InChI=1S/C54H92O22/c1-23(2)11-10-16-53(8,76-48-44(68)40(64)37(61)29(73-48)22-69-46-42(66)39(63)35(59)27(20-55)71-46)26-14-18-52(7)25(26)12-13-30-51(6)17-15-33(50(4,5)31(51)19-32(57)54(30,52)9)74-49-45(41(65)36(60)28(21-56)72-49)75-47-43(67)38(62)34(58)24(3)70-47/h11,24-49,55-68H,10,12-22H2,1-9H3
• InChI Key: MIUPLNQUKYYICQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₄H₉₂O₂₂
• Molecular Weight: 1093.30 g/mol
• Exact Mass: 1092.60802456 g/mol
• Topological Polar Surface Area (TPSA): 357.00 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): -1.17
• 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	-	0.9213	92.13%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.7251	72.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8148	81.48%
OATP1B3 inhibitior	+	0.8189	81.89%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.8467	84.67%
P-glycoprotein inhibitior	+	0.7519	75.19%
P-glycoprotein substrate	-	0.5425	54.25%
CYP3A4 substrate	+	0.7336	73.36%
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	+	0.7270	72.70%
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	-	0.9015	90.15%
Skin irritation	-	0.5956	59.56%
Skin corrosion	-	0.9488	94.88%
Ames mutagenesis	-	0.7454	74.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.8445	84.45%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5230	52.30%
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	-	0.8911	89.11%
Acute Oral Toxicity (c)	I	0.5677	56.77%
Estrogen receptor binding	+	0.8014	80.14%
Androgen receptor binding	+	0.7481	74.81%
Thyroid receptor binding	+	0.5540	55.40%
Glucocorticoid receptor binding	+	0.7564	75.64%
Aromatase binding	+	0.6708	67.08%
PPAR gamma	+	0.8024	80.24%
Honey bee toxicity	-	0.5585	55.85%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
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	97.94%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.52%	97.25%
CHEMBL3714130	P46095	G-protein coupled receptor 6	94.51%	97.36%
CHEMBL1951	P21397	Monoamine oxidase A	94.38%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.20%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.34%	86.33%
CHEMBL218	P21554	Cannabinoid CB1 receptor	91.51%	96.61%
CHEMBL226	P30542	Adenosine A1 receptor	90.49%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.03%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	89.80%	94.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	89.07%	95.89%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	88.67%	93.04%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	88.18%	95.50%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.65%	92.94%
CHEMBL206	P03372	Estrogen receptor alpha	87.06%	97.64%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.03%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.55%	89.00%
CHEMBL259	P32245	Melanocortin receptor 4	86.41%	95.38%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	85.17%	100.00%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	84.95%	100.00%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	83.89%	96.90%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.60%	95.83%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	82.05%	95.71%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.82%	91.24%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.29%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.07%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	80.98%	94.73%
CHEMBL2996	Q05655	Protein kinase C delta	80.96%	97.79%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.49%	100.00%
CHEMBL233	P35372	Mu opioid receptor	80.10%	97.93%

Plants that contains it

• Luffa operculata

Cross-Links

• PubChem: 73800692
• LOTUS: LTS0261600
• wikiData: Q105165241