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

Details

• Internal ID: 9d583bf1-d983-49fb-a71d-d12e45f08644
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: [(2R,3R,4R,5R,6S)-4,5-dihydroxy-6-[(2S,3R,4S,5S,6R)-2-(2-hydroxy-3-methyl-6-propan-2-ylphenoxy)-6-methyl-3,5-bis[[(Z)-2-methylbut-2-enoyl]oxy]oxan-4-yl]oxy-2-methyloxan-3-yl] (Z)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(OC(C(C1O)O)OC2C(C(OC(C2OC(=O)C(=CC)C)OC3=C(C=CC(=C3O)C)C(C)C)C)OC(=O)C(=CC)C)C
• SMILES (Isomeric): C/C=C(/C)\C(=O)O[C@H]1[C@H](O[C@H]([C@@H]([C@H]1O)O)O[C@H]2[C@H]([C@H](O[C@H]([C@@H]2OC(=O)/C(=C\C)/C)OC3=C(C=CC(=C3O)C)C(C)C)C)OC(=O)/C(=C\C)/C)C
• InChI: InChI=1S/C37H52O13/c1-12-18(6)33(41)46-28-22(10)44-36(27(40)26(28)39)50-31-29(47-34(42)19(7)13-2)23(11)45-37(32(31)48-35(43)20(8)14-3)49-30-24(17(4)5)16-15-21(9)25(30)38/h12-17,22-23,26-29,31-32,36-40H,1-11H3/b18-12-,19-13-,20-14-/t22-,23-,26-,27-,28+,29+,31+,32-,36+,37+/m1/s1
• InChI Key: UQRWIQQTMLSUAF-VACBZISPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₅₂O₁₃
• Molecular Weight: 704.80 g/mol
• Exact Mass: 704.34079171 g/mol
• Topological Polar Surface Area (TPSA): 177.00 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 4.43
• H-Bond Acceptor: 13
• H-Bond Donor: 3
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9025	90.25%
Caco-2	-	0.8334	83.34%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7857	78.57%
Subcellular localzation	Mitochondria	0.8047	80.47%
OATP2B1 inhibitior	-	0.5610	56.10%
OATP1B1 inhibitior	+	0.8492	84.92%
OATP1B3 inhibitior	+	0.9048	90.48%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8669	86.69%
P-glycoprotein inhibitior	+	0.7488	74.88%
P-glycoprotein substrate	-	0.6531	65.31%
CYP3A4 substrate	+	0.6331	63.31%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8797	87.97%
CYP3A4 inhibition	-	0.8335	83.35%
CYP2C9 inhibition	+	0.5067	50.67%
CYP2C19 inhibition	+	0.6097	60.97%
CYP2D6 inhibition	-	0.8811	88.11%
CYP1A2 inhibition	-	0.8341	83.41%
CYP2C8 inhibition	-	0.5879	58.79%
CYP inhibitory promiscuity	-	0.5443	54.43%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9011	90.11%
Carcinogenicity (trinary)	Non-required	0.4891	48.91%
Eye corrosion	-	0.9843	98.43%
Eye irritation	-	0.9097	90.97%
Skin irritation	-	0.7259	72.59%
Skin corrosion	-	0.9400	94.00%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4353	43.53%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	-	0.5447	54.47%
skin sensitisation	-	0.7382	73.82%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.6894	68.94%
Acute Oral Toxicity (c)	III	0.6627	66.27%
Estrogen receptor binding	+	0.7817	78.17%
Androgen receptor binding	-	0.4932	49.32%
Thyroid receptor binding	+	0.5612	56.12%
Glucocorticoid receptor binding	+	0.7162	71.62%
Aromatase binding	+	0.5351	53.51%
PPAR gamma	+	0.6723	67.23%
Honey bee toxicity	-	0.7488	74.88%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9871	98.71%

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	98.78%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.45%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	94.97%	94.73%
CHEMBL2581	P07339	Cathepsin D	93.91%	98.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	92.03%	93.56%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	90.74%	95.64%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.25%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.28%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.26%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.74%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.57%	94.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	84.04%	97.21%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.94%	90.71%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.48%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.72%	99.23%
CHEMBL3714130	P46095	G-protein coupled receptor 6	82.50%	97.36%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.94%	99.17%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.52%	96.47%

Plants that contains it

• Melampodium divaricatum

Cross-Links

• PubChem: 100938426
• LOTUS: LTS0025843
• wikiData: Q105277425