(3S,4S)-4-[(2S)-3-carboxy-1-[(2R,3R,4S,5R,6S)-3,5-dihydroxy-2-(hydroxymethyl)-6-(3,4,5-trihydroxybenzoyl)oxyoxan-4-yl]oxy-1-oxopropan-2-yl]-5,6,7-trihydroxy-1-oxo-3,4-dihydroisochromene-3-carboxylic acid

Details

• Internal ID: 623540d4-1f95-4aef-a99a-01bf43a2eba1
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: (3S,4S)-4-[(2S)-3-carboxy-1-[(2R,3R,4S,5R,6S)-3,5-dihydroxy-2-(hydroxymethyl)-6-(3,4,5-trihydroxybenzoyl)oxyoxan-4-yl]oxy-1-oxopropan-2-yl]-5,6,7-trihydroxy-1-oxo-3,4-dihydroisochromene-3-carboxylic acid
• SMILES (Canonical): C1=C(C=C(C(=C1O)O)O)C(=O)OC2C(C(C(C(O2)CO)O)OC(=O)C(CC(=O)O)C3C(OC(=O)C4=CC(=C(C(=C34)O)O)O)C(=O)O)O
• SMILES (Isomeric): C1=C(C=C(C(=C1O)O)O)C(=O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)OC(=O)[C@@H](CC(=O)O)[C@@H]3[C@H](OC(=O)C4=CC(=C(C(=C34)O)O)O)C(=O)O)O
• InChI: InChI=1S/C27H26O20/c28-5-12-18(36)22(20(38)27(44-12)47-24(41)6-1-9(29)16(34)10(30)2-6)46-26(43)8(4-13(32)33)15-14-7(3-11(31)17(35)19(14)37)25(42)45-21(15)23(39)40/h1-3,8,12,15,18,20-22,27-31,34-38H,4-5H2,(H,32,33)(H,39,40)/t8-,12+,15-,18+,20+,21-,22-,27-/m0/s1
• InChI Key: QMVGUCBQONPPFT-CJEJPAGKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₂₆O₂₀
• Molecular Weight: 670.50 g/mol
• Exact Mass: 670.10174321 g/mol
• Topological Polar Surface Area (TPSA): 345.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -2.07
• H-Bond Acceptor: 18
• H-Bond Donor: 11
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5767	57.67%
Caco-2	-	0.8970	89.70%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Nucleus	0.4432	44.32%
OATP2B1 inhibitior	-	0.8440	84.40%
OATP1B1 inhibitior	+	0.7077	70.77%
OATP1B3 inhibitior	+	0.8991	89.91%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.5721	57.21%
P-glycoprotein inhibitior	+	0.6058	60.58%
P-glycoprotein substrate	-	0.7173	71.73%
CYP3A4 substrate	+	0.6459	64.59%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.8618	86.18%
CYP3A4 inhibition	-	0.9097	90.97%
CYP2C9 inhibition	-	0.9693	96.93%
CYP2C19 inhibition	-	0.9386	93.86%
CYP2D6 inhibition	-	0.9544	95.44%
CYP1A2 inhibition	-	0.9353	93.53%
CYP2C8 inhibition	+	0.5659	56.59%
CYP inhibitory promiscuity	-	0.9616	96.16%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7393	73.93%
Eye corrosion	-	0.9922	99.22%
Eye irritation	-	0.8740	87.40%
Skin irritation	-	0.8126	81.26%
Skin corrosion	-	0.9628	96.28%
Ames mutagenesis	-	0.6308	63.08%
Human Ether-a-go-go-Related Gene inhibition	-	0.3984	39.84%
Micronuclear	+	0.6333	63.33%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	-	0.8608	86.08%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.9382	93.82%
Acute Oral Toxicity (c)	III	0.4830	48.30%
Estrogen receptor binding	+	0.7801	78.01%
Androgen receptor binding	+	0.7149	71.49%
Thyroid receptor binding	-	0.5413	54.13%
Glucocorticoid receptor binding	-	0.5061	50.61%
Aromatase binding	-	0.4928	49.28%
PPAR gamma	+	0.6624	66.24%
Honey bee toxicity	-	0.7789	77.89%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.7663	76.63%

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	99.57%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.52%	91.49%
CHEMBL2581	P07339	Cathepsin D	94.45%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.53%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.17%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.67%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.11%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.90%	99.15%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	88.69%	83.00%
CHEMBL3194	P02766	Transthyretin	87.07%	90.71%
CHEMBL5255	O00206	Toll-like receptor 4	84.86%	92.50%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.66%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	82.59%	94.73%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	82.01%	94.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.84%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.98%	99.23%
CHEMBL340	P08684	Cytochrome P450 3A4	80.96%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.76%	95.89%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	80.50%	97.53%
CHEMBL3891	P07384	Calpain 1	80.34%	93.04%
CHEMBL1873	P00750	Tissue-type plasminogen activator	80.06%	93.33%

Plants that contains it

• Phyllanthus emblica

Cross-Links

• PubChem: 11136138
• LOTUS: LTS0260568
• wikiData: Q105224170