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

Details

• Internal ID: f44d884e-475f-4832-86fd-121d645c944d
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
• IUPAC Name: (2S)-1-[(2E)-2-[(2R)-2,6-dicarboxy-2,3-dihydro-1H-pyridin-4-ylidene]ethylidene]-6-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2,3-dihydroindol-1-ium-2-carboxylate
• SMILES (Canonical): C1C(NC(=CC1=CC=[N+]2C(CC3=CC(=C(C=C32)OC4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)CO)O)O)O)O)C(=O)[O-])C(=O)O)C(=O)O
• SMILES (Isomeric): C\1[C@@H](NC(=C/C1=C/C=[N+]2[C@@H](CC3=CC(=C(C=C32)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)C(=O)[O-])C(=O)O)C(=O)O
• InChI: InChI=1S/C30H36N2O18/c33-8-18-20(36)22(38)24(40)29(48-18)50-25-23(39)21(37)19(9-34)49-30(25)47-17-7-14-11(6-16(17)35)5-15(28(45)46)32(14)2-1-10-3-12(26(41)42)31-13(4-10)27(43)44/h1-3,6-7,13,15,18-25,29-30,33-34,36-40H,4-5,8-9H2,(H4,35,41,42,43,44,45,46)/t13-,15+,18-,19-,20-,21-,22+,23+,24-,25-,29+,30-/m1/s1
• InChI Key: VGEGGEZJERYWIN-CYXIWGFUSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₃₆N₂O₁₈
• Molecular Weight: 712.60 g/mol
• Exact Mass: 712.19631230 g/mol
• Topological Polar Surface Area (TPSA): 329.00 Ų
• XlogP: -2.50
• Atomic LogP (AlogP): -5.87
• H-Bond Acceptor: 17
• H-Bond Donor: 11
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.6456	64.56%
Caco-2	-	0.9068	90.68%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8286	82.86%
Subcellular localzation	Nucleus	0.4264	42.64%
OATP2B1 inhibitior	-	0.7208	72.08%
OATP1B1 inhibitior	+	0.8367	83.67%
OATP1B3 inhibitior	+	0.9345	93.45%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5572	55.72%
P-glycoprotein inhibitior	+	0.5837	58.37%
P-glycoprotein substrate	+	0.5703	57.03%
CYP3A4 substrate	+	0.6734	67.34%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8531	85.31%
CYP3A4 inhibition	-	0.8793	87.93%
CYP2C9 inhibition	-	0.7676	76.76%
CYP2C19 inhibition	-	0.8054	80.54%
CYP2D6 inhibition	-	0.8320	83.20%
CYP1A2 inhibition	-	0.6254	62.54%
CYP2C8 inhibition	+	0.6766	67.66%
CYP inhibitory promiscuity	-	0.8350	83.50%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5332	53.32%
Eye corrosion	-	0.9836	98.36%
Eye irritation	-	0.9182	91.82%
Skin irritation	-	0.7724	77.24%
Skin corrosion	-	0.9281	92.81%
Ames mutagenesis	-	0.5723	57.23%
Human Ether-a-go-go-Related Gene inhibition	+	0.7328	73.28%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	-	0.7819	78.19%
skin sensitisation	-	0.8318	83.18%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.8465	84.65%
Acute Oral Toxicity (c)	III	0.6009	60.09%
Estrogen receptor binding	+	0.7919	79.19%
Androgen receptor binding	+	0.6194	61.94%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.4883	48.83%
Aromatase binding	+	0.5858	58.58%
PPAR gamma	+	0.6839	68.39%
Honey bee toxicity	-	0.6830	68.30%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.7759	77.59%

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	97.70%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.75%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.35%	99.17%
CHEMBL2581	P07339	Cathepsin D	91.72%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.49%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.18%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.89%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.58%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.34%	89.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	84.34%	96.21%
CHEMBL3194	P02766	Transthyretin	84.22%	90.71%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.10%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.61%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.40%	100.00%

Plants that contains it

• Angelica taiwaniana

Cross-Links

• PubChem: 11968640
• NPASS: NPC163343