1-[(2E)-2-[(2R)-2,6-dicarboxy-2,3-dihydro-1H-pyridin-4-ylidene]ethylidene]-6-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2,3-dihydroindol-1-ium-2-carboxylate

Details

• Internal ID: cbcd6763-1bc2-4b90-8699-962d1cdedef4
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: 1-[(2E)-2-[(2R)-2,6-dicarboxy-2,3-dihydro-1H-pyridin-4-ylidene]ethylidene]-6-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2,3-dihydroindol-1-ium-2-carboxylate
• SMILES (Canonical): CC1C(C(C(C(O1)OC2C(C(C(OC2OC3=C(C=C4CC([N+](=CC=C5CC(NC(=C5)C(=O)O)C(=O)O)C4=C3)C(=O)[O-])O)CO)O)O)O)O)O
• SMILES (Isomeric): C[C@H]1[C@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@@H]([C@H](O[C@@H]2OC3=C(C=C4CC([N+](=C/C=C/5\C[C@@H](NC(=C5)C(=O)O)C(=O)O)C4=C3)C(=O)[O-])O)CO)O)O)O)O)O
• InChI: InChI=1S/C30H36N2O17/c1-10-20(35)22(37)24(39)29(46-10)49-25-23(38)21(36)19(9-33)48-30(25)47-18-8-15-12(7-17(18)34)6-16(28(44)45)32(15)3-2-11-4-13(26(40)41)31-14(5-11)27(42)43/h2-4,7-8,10,14,16,19-25,29-30,33,35-39H,5-6,9H2,1H3,(H4,34,40,41,42,43,44,45)/t10-,14+,16?,19+,20+,21+,22+,23-,24+,25+,29-,30-/m0/s1
• InChI Key: OEGGVRHRHOLHRS-FKJWJFHMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₆N₂O₁₇
• Molecular Weight: 696.60 g/mol
• Exact Mass: 696.20139768 g/mol
• Topological Polar Surface Area (TPSA): 308.00 Ų
• XlogP: -2.00
• Atomic LogP (AlogP): -4.85
• H-Bond Acceptor: 16
• H-Bond Donor: 10
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6146	61.46%
Caco-2	-	0.9070	90.70%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Mitochondria	0.3533	35.33%
OATP2B1 inhibitior	-	0.7207	72.07%
OATP1B1 inhibitior	+	0.8257	82.57%
OATP1B3 inhibitior	+	0.9364	93.64%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.6294	62.94%
P-glycoprotein inhibitior	-	0.4454	44.54%
P-glycoprotein substrate	+	0.6697	66.97%
CYP3A4 substrate	+	0.6885	68.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8578	85.78%
CYP3A4 inhibition	-	0.8707	87.07%
CYP2C9 inhibition	-	0.7420	74.20%
CYP2C19 inhibition	-	0.7770	77.70%
CYP2D6 inhibition	-	0.8253	82.53%
CYP1A2 inhibition	-	0.6372	63.72%
CYP2C8 inhibition	+	0.6952	69.52%
CYP inhibitory promiscuity	-	0.7657	76.57%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5046	50.46%
Eye corrosion	-	0.9841	98.41%
Eye irritation	-	0.9203	92.03%
Skin irritation	-	0.7777	77.77%
Skin corrosion	-	0.9300	93.00%
Ames mutagenesis	-	0.5423	54.23%
Human Ether-a-go-go-Related Gene inhibition	+	0.7347	73.47%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.7728	77.28%
skin sensitisation	-	0.8316	83.16%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.9097	90.97%
Acute Oral Toxicity (c)	III	0.6188	61.88%
Estrogen receptor binding	+	0.7840	78.40%
Androgen receptor binding	+	0.5806	58.06%
Thyroid receptor binding	+	0.5341	53.41%
Glucocorticoid receptor binding	+	0.5370	53.70%
Aromatase binding	+	0.5653	56.53%
PPAR gamma	+	0.6813	68.13%
Honey bee toxicity	-	0.6911	69.11%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.8084	80.84%

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	97.74%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.08%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.88%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.02%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.59%	99.17%
CHEMBL3714130	P46095	G-protein coupled receptor 6	90.31%	97.36%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.10%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.80%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.40%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.97%	95.89%
CHEMBL1951	P21397	Monoamine oxidase A	82.55%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.41%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.40%	92.94%
CHEMBL226	P30542	Adenosine A1 receptor	82.11%	95.93%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.03%	96.21%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.00%	100.00%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.80%	96.00%

Plants that contains it

• Nepeta cataria

Cross-Links

• PubChem: 6325435
• NPASS: NPC310642