[(2R,3R,4S,5R,6S)-4-[(2S,3R,4S,5S,6R)-4-acetyloxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-6-(2-hydroxy-3-methyl-6-propan-2-ylphenoxy)-2-methyl-5-[(Z)-2-methylbut-2-enoyl]oxyoxan-3-yl] (Z)-2-methylbut-2-enoate

Details

• Internal ID: c0ea4a4b-c029-4578-8c94-3e87b10b8c3d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: [(2R,3R,4S,5R,6S)-4-[(2S,3R,4S,5S,6R)-4-acetyloxy-3,5-dihydroxy-6-methyloxan-2-yl]oxy-6-(2-hydroxy-3-methyl-6-propan-2-ylphenoxy)-2-methyl-5-[(Z)-2-methylbut-2-enoyl]oxyoxan-3-yl] (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(OC(C(C1OC2C(C(C(C(O2)C)O)OC(=O)C)O)OC(=O)C(=CC)C)OC3=C(C=CC(=C3O)C)C(C)C)C
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@@H]1[C@H](O[C@H]([C@@H]([C@H]1O[C@H]2[C@@H]([C@H]([C@H]([C@H](O2)C)O)OC(=O)C)O)OC(=O)/C(=C\C)/C)OC3=C(C=CC(=C3O)C)C(C)C)C
• InChI: InChI=1S/C34H48O13/c1-11-16(5)31(39)44-26-20(9)42-34(46-27-22(15(3)4)14-13-18(7)23(27)36)30(45-32(40)17(6)12-2)29(26)47-33-25(38)28(43-21(10)35)24(37)19(8)41-33/h11-15,19-20,24-26,28-30,33-34,36-38H,1-10H3/b16-11-,17-12-/t19-,20-,24+,25-,26-,28+,29+,30-,33+,34+/m1/s1
• InChI Key: QEVIDQMCJLGZGX-MHMICXJBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₄H₄₈O₁₃
• Molecular Weight: 664.70 g/mol
• Exact Mass: 664.30949158 g/mol
• Topological Polar Surface Area (TPSA): 177.00 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 3.49
• H-Bond Acceptor: 13
• H-Bond Donor: 3
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8864	88.64%
Caco-2	-	0.8162	81.62%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.6879	68.79%
OATP2B1 inhibitior	-	0.5677	56.77%
OATP1B1 inhibitior	+	0.8342	83.42%
OATP1B3 inhibitior	+	0.8674	86.74%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8424	84.24%
P-glycoprotein inhibitior	+	0.7335	73.35%
P-glycoprotein substrate	-	0.5847	58.47%
CYP3A4 substrate	+	0.6457	64.57%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8948	89.48%
CYP3A4 inhibition	-	0.7232	72.32%
CYP2C9 inhibition	+	0.6311	63.11%
CYP2C19 inhibition	+	0.6727	67.27%
CYP2D6 inhibition	-	0.8553	85.53%
CYP1A2 inhibition	-	0.7840	78.40%
CYP2C8 inhibition	-	0.5690	56.90%
CYP inhibitory promiscuity	+	0.6812	68.12%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.8956	89.56%
Carcinogenicity (trinary)	Danger	0.5245	52.45%
Eye corrosion	-	0.9836	98.36%
Eye irritation	-	0.9085	90.85%
Skin irritation	-	0.7121	71.21%
Skin corrosion	-	0.9434	94.34%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5093	50.93%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	-	0.5072	50.72%
skin sensitisation	-	0.7235	72.35%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	-	0.6995	69.95%
Acute Oral Toxicity (c)	III	0.6555	65.55%
Estrogen receptor binding	+	0.8055	80.55%
Androgen receptor binding	-	0.4843	48.43%
Thyroid receptor binding	+	0.5748	57.48%
Glucocorticoid receptor binding	+	0.6807	68.07%
Aromatase binding	+	0.5225	52.25%
PPAR gamma	+	0.6552	65.52%
Honey bee toxicity	-	0.7416	74.16%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9807	98.07%

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	98.74%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.59%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	95.54%	94.73%
CHEMBL2581	P07339	Cathepsin D	94.96%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.02%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.87%	93.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.12%	96.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.32%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.32%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.80%	96.09%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	87.36%	95.64%
CHEMBL1951	P21397	Monoamine oxidase A	84.89%	91.49%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	84.21%	89.67%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.63%	97.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.40%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.65%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.66%	99.17%

Plants that contains it

• Melampodium divaricatum

Cross-Links

• PubChem: 100938435
• LOTUS: LTS0263275
• wikiData: Q105219410