2-[5-Hydroxy-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)-3-(3,4,5-trihydroxyoxan-2-yl)oxyoxan-4-yl]oxy-6-methyloxane-3,4,5-triol

Details

• Internal ID: b47eb059-48bb-4858-959d-1e82ca025fb5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 2-[5-hydroxy-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)-3-(3,4,5-trihydroxyoxan-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(CO3)O)O)O)OC4COC(C(C4O)OC5C(C(C(C(O5)CO)O)O)O)OC6CCC7(C(C6(C)C)CCC8(C7CCC91C8(CC(C2(C9CC(CC2)(C)C)CO1)O)C)C)C)CO)O)O)O)O
• SMILES (Isomeric): CC1C(C(C(C(O1)OC2C(C(OC(C2OC3C(C(C(CO3)O)O)O)OC4COC(C(C4O)OC5C(C(C(C(O5)CO)O)O)O)OC6CCC7(C(C6(C)C)CCC8(C7CCC91C8(CC(C2(C9CC(CC2)(C)C)CO1)O)C)C)C)CO)O)O)O)O
• InChI: InChI=1S/C58H96O25/c1-24-34(63)39(68)42(71)48(76-24)81-44-37(66)27(20-60)78-51(46(44)83-47-41(70)35(64)25(61)21-73-47)79-28-22-74-50(45(38(28)67)82-49-43(72)40(69)36(65)26(19-59)77-49)80-33-11-12-54(6)29(53(33,4)5)9-13-55(7)30(54)10-14-58-31-17-52(2,3)15-16-57(31,23-75-58)32(62)18-56(55,58)8/h24-51,59-72H,9-23H2,1-8H3
• InChI Key: UCJHKYLRDANBFH-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₈H₉₆O₂₅
• Molecular Weight: 1193.40 g/mol
• Exact Mass: 1192.62406854 g/mol
• Topological Polar Surface Area (TPSA): 385.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -2.22
• H-Bond Acceptor: 25
• H-Bond Donor: 14
• Rotatable Bonds: 12

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	-	0.8779	87.79%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6239	62.39%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7895	78.95%
OATP1B3 inhibitior	+	0.9351	93.51%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5250	52.50%
BSEP inhibitior	+	0.8001	80.01%
P-glycoprotein inhibitior	+	0.7449	74.49%
P-glycoprotein substrate	+	0.5706	57.06%
CYP3A4 substrate	+	0.7443	74.43%
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	+	0.7261	72.61%
CYP inhibitory promiscuity	-	0.9632	96.32%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6416	64.16%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.8998	89.98%
Skin irritation	-	0.7052	70.52%
Skin corrosion	-	0.9482	94.82%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7896	78.96%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.9225	92.25%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	-	0.9050	90.50%
Acute Oral Toxicity (c)	I	0.7071	70.71%
Estrogen receptor binding	+	0.8002	80.02%
Androgen receptor binding	+	0.7482	74.82%
Thyroid receptor binding	+	0.5323	53.23%
Glucocorticoid receptor binding	+	0.6897	68.97%
Aromatase binding	+	0.6323	63.23%
PPAR gamma	+	0.7895	78.95%
Honey bee toxicity	-	0.5823	58.23%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
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	96.28%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	94.00%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.48%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.49%	97.09%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.93%	97.36%
CHEMBL233	P35372	Mu opioid receptor	90.66%	97.93%
CHEMBL2581	P07339	Cathepsin D	90.36%	98.95%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.06%	92.94%
CHEMBL4302	P08183	P-glycoprotein 1	89.05%	92.98%
CHEMBL1937	Q92769	Histone deacetylase 2	88.66%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.93%	100.00%
CHEMBL4618	P09960	Leukotriene A4 hydrolase	87.65%	97.86%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	87.52%	91.24%
CHEMBL3589	P55263	Adenosine kinase	87.44%	98.05%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.96%	95.89%
CHEMBL1907601	P11802	Cyclin-dependent kinase 4/cyclin D1	86.23%	98.99%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	86.03%	95.50%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	85.60%	92.88%
CHEMBL2243	O00519	Anandamide amidohydrolase	85.15%	97.53%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.27%	94.45%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.93%	96.21%
CHEMBL259	P32245	Melanocortin receptor 4	83.53%	95.38%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	83.32%	91.03%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	82.22%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.50%	86.33%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	81.39%	100.00%
CHEMBL2534	O15530	3-phosphoinositide dependent protein kinase-1	81.18%	95.36%
CHEMBL218	P21554	Cannabinoid CB1 receptor	80.96%	96.61%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	80.89%	95.58%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.85%	95.89%
CHEMBL237	P41145	Kappa opioid receptor	80.63%	98.10%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	80.37%	95.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.32%	89.00%

Plants that contains it

• Ardisia gigantifolia
• Hypericum sampsonii

Cross-Links

• PubChem: 75241346
• LOTUS: LTS0235027
• wikiData: Q105156887