[4,5-Dihydroxy-6-[2-(2-hydroxy-3-methyl-6-propan-2-ylphenoxy)-6-methyl-3-(3-methylbutanoyloxy)-5-(2-methylbut-2-enoyloxy)oxan-4-yl]oxy-2-methyloxan-3-yl] 2-methylbut-2-enoate

Details

• Internal ID: 7ef51320-2af0-4304-8317-7556f1ffef5c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: [4,5-dihydroxy-6-[2-(2-hydroxy-3-methyl-6-propan-2-ylphenoxy)-6-methyl-3-(3-methylbutanoyloxy)-5-(2-methylbut-2-enoyloxy)oxan-4-yl]oxy-2-methyloxan-3-yl] 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(OC(C(C1O)O)OC2C(C(OC(C2OC(=O)CC(C)C)OC3=C(C=CC(=C3O)C)C(C)C)C)OC(=O)C(=CC)C)C
• SMILES (Isomeric): CC=C(C)C(=O)OC1C(OC(C(C1O)O)OC2C(C(OC(C2OC(=O)CC(C)C)OC3=C(C=CC(=C3O)C)C(C)C)C)OC(=O)C(=CC)C)C
• InChI: InChI=1S/C37H54O13/c1-12-19(7)34(42)47-29-22(10)44-36(28(41)27(29)40)50-32-30(48-35(43)20(8)13-2)23(11)45-37(33(32)46-25(38)16-17(3)4)49-31-24(18(5)6)15-14-21(9)26(31)39/h12-15,17-18,22-23,27-30,32-33,36-37,39-41H,16H2,1-11H3
• InChI Key: GAWVIFWBUQHFJM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₅₄O₁₃
• Molecular Weight: 706.80 g/mol
• Exact Mass: 706.35644177 g/mol
• Topological Polar Surface Area (TPSA): 177.00 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 4.51
• H-Bond Acceptor: 13
• H-Bond Donor: 3
• Rotatable Bonds: 12

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8852	88.52%
Caco-2	-	0.8408	84.08%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.7956	79.56%
OATP2B1 inhibitior	-	0.7040	70.40%
OATP1B1 inhibitior	+	0.8046	80.46%
OATP1B3 inhibitior	+	0.8573	85.73%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9038	90.38%
P-glycoprotein inhibitior	+	0.7357	73.57%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6573	65.73%
CYP2C9 substrate	-	0.6000	60.00%
CYP2D6 substrate	-	0.8891	88.91%
CYP3A4 inhibition	-	0.8165	81.65%
CYP2C9 inhibition	-	0.5065	50.65%
CYP2C19 inhibition	+	0.5488	54.88%
CYP2D6 inhibition	-	0.8191	81.91%
CYP1A2 inhibition	-	0.8038	80.38%
CYP2C8 inhibition	+	0.5185	51.85%
CYP inhibitory promiscuity	-	0.6792	67.92%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9011	90.11%
Carcinogenicity (trinary)	Non-required	0.5543	55.43%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.9202	92.02%
Skin irritation	-	0.8036	80.36%
Skin corrosion	-	0.9461	94.61%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4253	42.53%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	-	0.5140	51.40%
skin sensitisation	-	0.6780	67.80%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.6993	69.93%
Acute Oral Toxicity (c)	III	0.6395	63.95%
Estrogen receptor binding	+	0.7726	77.26%
Androgen receptor binding	+	0.5585	55.85%
Thyroid receptor binding	+	0.5429	54.29%
Glucocorticoid receptor binding	+	0.7130	71.30%
Aromatase binding	+	0.6053	60.53%
PPAR gamma	+	0.6784	67.84%
Honey bee toxicity	-	0.7549	75.49%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9859	98.59%

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	98.97%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	95.80%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	95.54%	94.73%
CHEMBL2581	P07339	Cathepsin D	95.42%	98.95%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	93.13%	96.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.60%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	92.50%	99.15%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	92.01%	97.21%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.96%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.70%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.16%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.09%	86.33%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	87.09%	95.64%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.34%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.70%	94.00%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.29%	96.47%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.81%	97.36%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.67%	89.67%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	80.71%	96.37%

Plants that contains it

• Melampodium divaricatum

Cross-Links

• PubChem: 162929800
• LOTUS: LTS0226490
• wikiData: Q105005681