Celosianin II

Details

• Internal ID: bebaa45b-3d41-4a7f-b3a3-b99ba45c0c38
• Taxonomy: Alkaloids and derivatives > Betalains > Betacyanins and derivatives
• IUPAC Name: (2S)-5-[(2S,3R,4S,5S,6R)-3-[(2R,3R,4S,5S,6S)-6-carboxy-4,5-dihydroxy-3-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1-[(2E)-2-[(2S)-2,6-dicarboxy-2,3-dihydro-1H-pyridin-4-ylidene]ethylidene]-6-hydroxy-2,3-dihydroindol-1-ium-2-carboxylate
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CC(=O)OC2C(C(C(OC2OC3C(C(C(OC3OC4=C(C=C5C(=C4)CC([N+]5=CC=C6CC(NC(=C6)C(=O)O)C(=O)O)C(=O)[O-])O)CO)O)O)C(=O)O)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)/C=C/C(=O)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2O[C@@H]3[C@H]([C@@H]([C@H](O[C@H]3OC4=C(C=C5C(=C4)C[C@H]([N+]5=C/C=C/6\C[C@H](NC(=C6)C(=O)O)C(=O)O)C(=O)[O-])O)CO)O)O)C(=O)O)O)O)O
• InChI: InChI=1S/C40H42N2O22/c1-59-24-10-15(2-4-22(24)44)3-5-27(46)62-33-31(50)30(49)32(38(57)58)63-40(33)64-34-29(48)28(47)26(14-43)61-39(34)60-25-12-17-11-21(37(55)56)42(20(17)13-23(25)45)7-6-16-8-18(35(51)52)41-19(9-16)36(53)54/h2-8,10,12-13,19,21,26,28-34,39-40,43,47-50H,9,11,14H2,1H3,(H6,44,45,46,51,52,53,54,55,56,57,58)/t19-,21-,26+,28+,29-,30-,31-,32-,33+,34+,39+,40-/m0/s1
• InChI Key: MPMOZJNSLITZSA-VSOFAJKKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₀H₄₂N₂O₂₂
• Molecular Weight: 902.80 g/mol
• Exact Mass: 902.22292097 g/mol
• Topological Polar Surface Area (TPSA): 381.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -3.80
• H-Bond Acceptor: 20
• H-Bond Donor: 11
• Rotatable Bonds: 14

Synonyms

• 114847-18-6
• C08542
• (2S)-5-[(2S,3R,4S,5S,6R)-3-[(2R,3R,4S,5S,6S)-6-carboxy-4,5-dihydroxy-3-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxyoxan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1-[(2E)-2-[(2S)-2,6-dicarboxy-2,3-dihydro-1H-pyridin-4-ylidene]ethylidene]-6-hydroxy-2,3-dihydroindol-1-ium-2-carboxylate
• CHEBI:3530
• DTXSID90474610
• Q27106119
• (2S)-5-[(2S,3R,4S,5S,6R)-3-[(2R,3R,4S,5S,6S)-6-carboxy-4,5-dihydroxy-3-[(E)-3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoyl]oxy-tetrahydropyran-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-1-[(2E)-2-[(2S)-2,6-dicarboxy-2,3-dihydro-1H-pyridin-4-ylidene]ethylidene]-6-hydroxy-indolin-1-ium-2-carboxylate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7176	71.76%
Caco-2	-	0.8721	87.21%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Nucleus	0.4497	44.97%
OATP2B1 inhibitior	-	0.7174	71.74%
OATP1B1 inhibitior	+	0.8230	82.30%
OATP1B3 inhibitior	+	0.9353	93.53%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.7076	70.76%
P-glycoprotein inhibitior	+	0.7265	72.65%
P-glycoprotein substrate	+	0.7385	73.85%
CYP3A4 substrate	+	0.7227	72.27%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8507	85.07%
CYP3A4 inhibition	-	0.8401	84.01%
CYP2C9 inhibition	-	0.7477	74.77%
CYP2C19 inhibition	-	0.7760	77.60%
CYP2D6 inhibition	-	0.8057	80.57%
CYP1A2 inhibition	-	0.6710	67.10%
CYP2C8 inhibition	+	0.8410	84.10%
CYP inhibitory promiscuity	-	0.8092	80.92%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5024	50.24%
Eye corrosion	-	0.9837	98.37%
Eye irritation	-	0.9043	90.43%
Skin irritation	-	0.7785	77.85%
Skin corrosion	-	0.9296	92.96%
Ames mutagenesis	-	0.5723	57.23%
Human Ether-a-go-go-Related Gene inhibition	+	0.6465	64.65%
Micronuclear	+	0.8900	89.00%
Hepatotoxicity	-	0.7750	77.50%
skin sensitisation	-	0.8370	83.70%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.9732	97.32%
Acute Oral Toxicity (c)	III	0.6234	62.34%
Estrogen receptor binding	+	0.7917	79.17%
Androgen receptor binding	+	0.6680	66.80%
Thyroid receptor binding	+	0.5417	54.17%
Glucocorticoid receptor binding	+	0.5697	56.97%
Aromatase binding	+	0.5708	57.08%
PPAR gamma	+	0.7492	74.92%
Honey bee toxicity	-	0.6636	66.36%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.8168	81.68%

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	98.93%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.90%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.12%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.82%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.08%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.33%	95.56%
CHEMBL3194	P02766	Transthyretin	91.57%	90.71%
CHEMBL2581	P07339	Cathepsin D	91.56%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.02%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	90.16%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.64%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.41%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	83.03%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.13%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.26%	92.94%
CHEMBL1287628	Q9Y5S8	NADPH oxidase 1	80.79%	95.48%

Plants that contains it

• Beta vulgaris

Cross-Links

• PubChem: 11953905
• LOTUS: LTS0056346
• wikiData: Q27106119