(3S)-4-[(2R,3R,4R,5R,6S)-5-hydroxy-4,6-bis[(3,4,5-trihydroxybenzoyl)oxy]-2-[(3,4,5-trihydroxybenzoyl)oxymethyl]oxan-3-yl]oxy-4-oxo-3-[(3S,4S)-5,6,7-trihydroxy-3-methoxycarbonyl-1-oxo-3,4-dihydroisochromen-4-yl]butanoic acid

Details

• Internal ID: e559ef46-6cae-4e93-b89c-8fc4d4a78b41
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: (3S)-4-[(2R,3R,4R,5R,6S)-5-hydroxy-4,6-bis[(3,4,5-trihydroxybenzoyl)oxy]-2-[(3,4,5-trihydroxybenzoyl)oxymethyl]oxan-3-yl]oxy-4-oxo-3-[(3S,4S)-5,6,7-trihydroxy-3-methoxycarbonyl-1-oxo-3,4-dihydroisochromen-4-yl]butanoic acid
• SMILES (Canonical): COC(=O)C1C(C2=C(C(=C(C=C2C(=O)O1)O)O)O)C(CC(=O)O)C(=O)OC3C(OC(C(C3OC(=O)C4=CC(=C(C(=C4)O)O)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O)COC(=O)C6=CC(=C(C(=C6)O)O)O
• SMILES (Isomeric): COC(=O)[C@@H]1[C@H](C2=C(C(=C(C=C2C(=O)O1)O)O)O)[C@H](CC(=O)O)C(=O)O[C@@H]3[C@H](O[C@H]([C@@H]([C@H]3OC(=O)C4=CC(=C(C(=C4)O)O)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O)COC(=O)C6=CC(=C(C(=C6)O)O)O
• InChI: InChI=1S/C42H36O28/c1-64-41(63)34-26(25-14(39(61)68-34)8-22(49)30(55)31(25)56)15(9-24(50)51)40(62)67-33-23(10-65-36(58)11-2-16(43)27(52)17(44)3-11)66-42(70-38(60)13-6-20(47)29(54)21(48)7-13)32(57)35(33)69-37(59)12-4-18(45)28(53)19(46)5-12/h2-8,15,23,26,32-35,42-49,52-57H,9-10H2,1H3,(H,50,51)/t15-,23+,26-,32+,33+,34-,35+,42-/m0/s1
• InChI Key: KKDZPMDDYIYZJK-BOITVKKFSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₂H₃₆O₂₈
• Molecular Weight: 988.70 g/mol
• Exact Mass: 988.13931049 g/mol
• Topological Polar Surface Area (TPSA): 467.00 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): -0.02
• H-Bond Acceptor: 27
• H-Bond Donor: 14
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6266	62.66%
Caco-2	-	0.8754	87.54%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5395	53.95%
OATP2B1 inhibitior	-	0.5770	57.70%
OATP1B1 inhibitior	-	0.3589	35.89%
OATP1B3 inhibitior	+	0.9136	91.36%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.8502	85.02%
P-glycoprotein inhibitior	+	0.7286	72.86%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6839	68.39%
CYP2C9 substrate	-	0.8026	80.26%
CYP2D6 substrate	-	0.8611	86.11%
CYP3A4 inhibition	-	0.8429	84.29%
CYP2C9 inhibition	-	0.9311	93.11%
CYP2C19 inhibition	-	0.9352	93.52%
CYP2D6 inhibition	-	0.9252	92.52%
CYP1A2 inhibition	-	0.8892	88.92%
CYP2C8 inhibition	+	0.6295	62.95%
CYP inhibitory promiscuity	-	0.9128	91.28%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6806	68.06%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.8997	89.97%
Skin irritation	-	0.8181	81.81%
Skin corrosion	-	0.9495	94.95%
Ames mutagenesis	-	0.5508	55.08%
Human Ether-a-go-go-Related Gene inhibition	+	0.7604	76.04%
Micronuclear	+	0.6992	69.92%
Hepatotoxicity	-	0.7040	70.40%
skin sensitisation	-	0.8810	88.10%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.9389	93.89%
Acute Oral Toxicity (c)	III	0.7814	78.14%
Estrogen receptor binding	+	0.8010	80.10%
Androgen receptor binding	+	0.7644	76.44%
Thyroid receptor binding	+	0.5382	53.82%
Glucocorticoid receptor binding	+	0.6210	62.10%
Aromatase binding	+	0.5487	54.87%
PPAR gamma	+	0.7067	70.67%
Honey bee toxicity	-	0.7800	78.00%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.7441	74.41%

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	99.32%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.67%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	95.96%	91.49%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	95.14%	83.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.48%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.97%	86.33%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	90.64%	95.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.62%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	90.39%	94.73%
CHEMBL5255	O00206	Toll-like receptor 4	89.46%	92.50%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.86%	99.15%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.89%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.19%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.12%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	82.79%	91.19%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.98%	90.71%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.55%	96.00%

Plants that contains it

• Terminalia chebula

Cross-Links

• PubChem: 46894092
• LOTUS: LTS0131282
• wikiData: Q105142154