[(2R,3R,4S,5R,6S)-4-[(2S,3R,4R,5R,6R)-5-acetyloxy-3,4-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: abf86880-081c-4a83-aa90-3060beee8366
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides
• IUPAC Name: [(2R,3R,4S,5R,6S)-4-[(2S,3R,4R,5R,6R)-5-acetyloxy-3,4-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)OC(=O)C)O)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)OC(=O)C)O)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)44-27-20(9)42-34(46-28-22(15(3)4)14-13-18(7)23(28)36)30(45-32(40)17(6)12-2)29(27)47-33-25(38)24(37)26(19(8)41-33)43-21(10)35/h11-15,19-20,24-27,29-30,33-34,36-38H,1-10H3/b16-11-,17-12-/t19-,20-,24-,25-,26+,27-,29+,30-,33+,34+/m1/s1
• InChI Key: YOJHCAJJTKUCCG-MDMSBONYSA-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	+	0.9025	90.25%
Caco-2	-	0.8265	82.65%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8047	80.47%
OATP2B1 inhibitior	-	0.5655	56.55%
OATP1B1 inhibitior	+	0.8415	84.15%
OATP1B3 inhibitior	+	0.9048	90.48%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.8661	86.61%
P-glycoprotein inhibitior	+	0.7527	75.27%
P-glycoprotein substrate	-	0.6340	63.40%
CYP3A4 substrate	+	0.6464	64.64%
CYP2C9 substrate	-	0.8056	80.56%
CYP2D6 substrate	-	0.8936	89.36%
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	-	0.5584	55.84%
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	-	0.9121	91.21%
Skin irritation	-	0.7259	72.59%
Skin corrosion	-	0.9400	94.00%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4513	45.13%
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	-	0.6434	64.34%
Acute Oral Toxicity (c)	III	0.6627	66.27%
Estrogen receptor binding	+	0.7900	79.00%
Androgen receptor binding	+	0.5192	51.92%
Thyroid receptor binding	+	0.5552	55.52%
Glucocorticoid receptor binding	+	0.7019	70.19%
Aromatase binding	+	0.5259	52.59%
PPAR gamma	+	0.6582	65.82%
Honey bee toxicity	-	0.7403	74.03%
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	98.62%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.45%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	95.29%	94.73%
CHEMBL2581	P07339	Cathepsin D	94.66%	98.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	91.87%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.45%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	90.25%	96.00%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	89.86%	95.64%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.26%	99.15%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.67%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.56%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.03%	86.33%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.54%	97.21%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.72%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.94%	99.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	81.64%	97.36%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	80.96%	89.67%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	80.24%	96.47%

Plants that contains it

• Melampodium divaricatum

Cross-Links

• PubChem: 100938434
• LOTUS: LTS0234468
• wikiData: Q105351337