2-[4,5-Dihydroxy-2-[4-hydroxy-6-[(2-hydroxy-4,5,9,9,13,20,20-heptamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-10-yl)oxy]-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: e0e1edf1-bc94-4a5c-8756-cf6d7a346ee2
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 2-[4,5-dihydroxy-2-[4-hydroxy-6-[(2-hydroxy-4,5,9,9,13,20,20-heptamethyl-24-oxahexacyclo[15.5.2.01,18.04,17.05,14.08,13]tetracosan-10-yl)oxy]-5-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]oxy-6-(hydroxymethyl)oxan-3-yl]oxy-6-methyloxane-3,4,5-triol
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3COC(C(C3O)OC4C(C(C(C(O4)CO)O)O)O)OC5CCC6(C(C5(C)C)CCC7(C6CCC89C7(CC(C1(C8CC(CC1)(C)C)CO9)O)C)C)C)CO)O)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3COC(C(C3O)OC4C(C(C(C(O4)CO)O)O)O)OC5CCC6(C(C5(C)C)CCC7(C6CCC89C7(CC(C1(C8CC(CC1)(C)C)CO9)O)C)C)C)CO)O)O)O)O)O
• InChI: InChI=1S/C53H88O21/c1-23-32(57)36(61)39(64)43(68-23)74-42-38(63)34(59)25(20-55)70-46(42)71-26-21-66-45(41(35(26)60)73-44-40(65)37(62)33(58)24(19-54)69-44)72-31-11-12-49(6)27(48(31,4)5)9-13-50(7)28(49)10-14-53-29-17-47(2,3)15-16-52(29,22-67-53)30(56)18-51(50,53)8/h23-46,54-65H,9-22H2,1-8H3
• InChI Key: MIBQGVWGYOOZBJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₃H₈₈O₂₁
• Molecular Weight: 1061.30 g/mol
• Exact Mass: 1060.58180981 g/mol
• Topological Polar Surface Area (TPSA): 326.00 Ų
• XlogP: 0.90
• Atomic LogP (AlogP): -0.68
• H-Bond Acceptor: 21
• H-Bond Donor: 12
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5489	54.89%
Caco-2	-	0.8844	88.44%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.6239	62.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8000	80.00%
OATP1B3 inhibitior	+	0.9351	93.51%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.7307	73.07%
P-glycoprotein inhibitior	+	0.7448	74.48%
P-glycoprotein substrate	-	0.5164	51.64%
CYP3A4 substrate	+	0.7384	73.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8237	82.37%
CYP3A4 inhibition	-	0.9474	94.74%
CYP2C9 inhibition	-	0.8579	85.79%
CYP2C19 inhibition	-	0.8572	85.72%
CYP2D6 inhibition	-	0.9505	95.05%
CYP1A2 inhibition	-	0.9122	91.22%
CYP2C8 inhibition	+	0.6827	68.27%
CYP inhibitory promiscuity	-	0.9632	96.32%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6416	64.16%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9021	90.21%
Skin irritation	-	0.7052	70.52%
Skin corrosion	-	0.9482	94.82%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7501	75.01%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.8250	82.50%
skin sensitisation	-	0.9225	92.25%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.8843	88.43%
Acute Oral Toxicity (c)	I	0.7071	70.71%
Estrogen receptor binding	+	0.8034	80.34%
Androgen receptor binding	+	0.7461	74.61%
Thyroid receptor binding	-	0.5100	51.00%
Glucocorticoid receptor binding	+	0.6698	66.98%
Aromatase binding	+	0.6523	65.23%
PPAR gamma	+	0.7817	78.17%
Honey bee toxicity	-	0.5658	56.58%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.8283	82.83%

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	95.34%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	93.86%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.30%	96.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.82%	97.36%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.79%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.14%	92.94%
CHEMBL2581	P07339	Cathepsin D	88.67%	98.95%
CHEMBL2243	O00519	Anandamide amidohydrolase	88.22%	97.53%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.87%	100.00%
CHEMBL1937	Q92769	Histone deacetylase 2	86.55%	94.75%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.36%	95.50%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.18%	96.61%
CHEMBL221	P23219	Cyclooxygenase-1	85.97%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.82%	95.89%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	85.34%	98.99%
CHEMBL233	P35372	Mu opioid receptor	85.26%	97.93%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	84.42%	97.86%
CHEMBL3589	P55263	Adenosine kinase	84.41%	98.05%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.82%	96.21%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.49%	91.03%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.22%	100.00%
CHEMBL332	P03956	Matrix metalloproteinase-1	81.62%	94.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.60%	86.33%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	81.44%	89.05%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	81.30%	95.36%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.83%	94.45%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	80.68%	100.00%
CHEMBL4302	P08183	P-glycoprotein 1	80.57%	92.98%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.41%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.34%	95.89%
CHEMBL259	P32245	Melanocortin receptor 4	80.30%	95.38%

Plants that contains it

• Lysimachia clethroides

Cross-Links

• PubChem: 75069634
• LOTUS: LTS0049024
• wikiData: Q105164475