methyl (4S,5E,6S)-4-[2-[(2R,3R,4S,5R,6R)-2-[2-(3,4-dihydroxyphenyl)ethoxy]-5-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-6-(hydroxymethyl)-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-2-oxoethyl]-5-ethylidene-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate

Details

• Internal ID: 0c2395f9-3d31-4884-a3c3-313c3e09396d
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: methyl (4S,5E,6S)-4-[2-[(2R,3R,4S,5R,6R)-2-[2-(3,4-dihydroxyphenyl)ethoxy]-5-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-6-(hydroxymethyl)-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl]oxy-2-oxoethyl]-5-ethylidene-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate
• SMILES (Canonical): CC=C1C(C(=COC1OC2C(C(C(C(O2)CO)O)O)O)C(=O)OC)CC(=O)OC3C(C(C(OC3OCCC4=CC(=C(C=C4)O)O)CO)OC(=O)C=CC5=CC(=C(C=C5)O)O)OC6C(C(C(C(O6)C)O)O)O
• SMILES (Isomeric): C/C=C/1\[C@@H](C(=CO[C@H]1O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)C(=O)OC)CC(=O)O[C@@H]3[C@H]([C@@H]([C@H](O[C@H]3OCCC4=CC(=C(C=C4)O)O)CO)OC(=O)/C=C/C5=CC(=C(C=C5)O)O)O[C@H]6[C@@H]([C@@H]([C@H]([C@@H](O6)C)O)O)O
• InChI: InChI=1S/C46H58O25/c1-4-22-23(24(42(61)62-3)18-64-43(22)71-45-38(60)36(58)34(56)29(16-47)66-45)15-32(54)69-41-40(70-44-37(59)35(57)33(55)19(2)65-44)39(68-31(53)10-7-20-5-8-25(49)27(51)13-20)30(17-48)67-46(41)63-12-11-21-6-9-26(50)28(52)14-21/h4-10,13-14,18-19,23,29-30,33-41,43-52,55-60H,11-12,15-17H2,1-3H3/b10-7+,22-4+/t19-,23-,29+,30+,33-,34+,35+,36-,37+,38+,39+,40-,41+,43-,44-,45-,46+/m0/s1
• InChI Key: GFUDEKPTNHEBOW-NFVFJPIGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₆H₅₈O₂₅
• Molecular Weight: 1010.90 g/mol
• Exact Mass: 1010.32671733 g/mol
• Topological Polar Surface Area (TPSA): 386.00 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): -2.28
• H-Bond Acceptor: 25
• H-Bond Donor: 12
• Rotatable Bonds: 17

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7579	75.79%
Caco-2	-	0.8738	87.38%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.9000	90.00%
Subcellular localzation	Mitochondria	0.7017	70.17%
OATP2B1 inhibitior	-	0.8637	86.37%
OATP1B1 inhibitior	+	0.7818	78.18%
OATP1B3 inhibitior	+	0.9258	92.58%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8954	89.54%
P-glycoprotein inhibitior	+	0.7303	73.03%
P-glycoprotein substrate	+	0.7177	71.77%
CYP3A4 substrate	+	0.7179	71.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8763	87.63%
CYP3A4 inhibition	-	0.8877	88.77%
CYP2C9 inhibition	-	0.6877	68.77%
CYP2C19 inhibition	-	0.7477	74.77%
CYP2D6 inhibition	-	0.9012	90.12%
CYP1A2 inhibition	-	0.7954	79.54%
CYP2C8 inhibition	+	0.8543	85.43%
CYP inhibitory promiscuity	-	0.8161	81.61%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6844	68.44%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9046	90.46%
Skin irritation	-	0.8276	82.76%
Skin corrosion	-	0.9512	95.12%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7347	73.47%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	-	0.8625	86.25%
skin sensitisation	-	0.8430	84.30%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	-	0.8913	89.13%
Acute Oral Toxicity (c)	III	0.6815	68.15%
Estrogen receptor binding	+	0.7999	79.99%
Androgen receptor binding	+	0.5747	57.47%
Thyroid receptor binding	+	0.5885	58.85%
Glucocorticoid receptor binding	+	0.6885	68.85%
Aromatase binding	-	0.5138	51.38%
PPAR gamma	+	0.7815	78.15%
Honey bee toxicity	-	0.6495	64.95%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.8485	84.85%

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	99.65%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.41%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.32%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.32%	96.09%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	96.14%	86.92%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	96.14%	96.00%
CHEMBL3401	O75469	Pregnane X receptor	94.02%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.91%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.62%	89.00%
CHEMBL2581	P07339	Cathepsin D	92.63%	98.95%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	89.67%	80.78%
CHEMBL3194	P02766	Transthyretin	88.45%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.08%	94.45%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	86.51%	95.83%
CHEMBL3714130	P46095	G-protein coupled receptor 6	85.78%	97.36%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	85.73%	97.33%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.30%	95.89%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	80.84%	96.37%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.53%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.41%	95.50%

Plants that contains it

• Picconia excelsa

Cross-Links

• PubChem: 163188874
• LOTUS: LTS0091547
• wikiData: Q105007796