Lampranthin II

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	8904cfcd-63cb-43e9-a318-bea167be444d
Taxonomy	Alkaloids and derivatives > Betalains > Betacyanins and derivatives
IUPAC Name	(2S)-1-[(2E)-2-[(2S)-2,6-dicarboxy-2,3-dihydro-1H-pyridin-4-ylidene]ethylidene]-6-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxymethyl]oxan-2-yl]oxy-2,3-dihydroindol-1-ium-2-carboxylate
SMILES (Canonical)	COC1=C(C=CC(=C1)C=CC(=O)OCC2C(C(C(C(O2)OC3=C(C=C4C(=C3)CC([N+]4=CC=C5CC(NC(=C5)C(=O)O)C(=O)O)C(=O)[O-])O)O)O)O)O
SMILES (Isomeric)	COC1=C(C=CC(=C1)/C=C/C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=C(C=C4C(=C3)C[C@H]([N+]4=C/C=C/5\C[C@H](NC(=C5)C(=O)O)C(=O)O)C(=O)[O-])O)O)O)O)O
InChI	InChI=1S/C34H34N2O16/c1-49-24-10-15(2-4-22(24)37)3-5-27(39)50-14-26-28(40)29(41)30(42)34(52-26)51-25-12-17-11-21(33(47)48)36(20(17)13-23(25)38)7-6-16-8-18(31(43)44)35-19(9-16)32(45)46/h2-8,10,12-13,19,21,26,28-30,34,40-42H,9,11,14H2,1H3,(H5,37,38,39,43,44,45,46,47,48)/t19-,21-,26+,28+,29-,30+,34+/m0/s1
InChI Key	BRMDRKOAVZEJCS-WPUGSIMNSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₃₄H₃₄N₂O₁₆
Molecular Weight	726.60 g/mol
Exact Mass	726.19083300 g/mol
Topological Polar Surface Area (TPSA)	285.00 Å²
XlogP	0.90
Atomic LogP (AlogP)	-1.72
H-Bond Acceptor	15
H-Bond Donor	8
Rotatable Bonds	11

Synonyms

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32074-65-0

C08552

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

CHEBI:6368

DTXSID10474612

Q27107169

(2S)-1-[(2E)-2-[(2S)-2,6-dicarboxy-2,3-dihydro-1H-pyridin-4-ylidene]ethylidene]-6-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(E)-3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoyl]oxymethyl]tetrahydropyran-2-yl]oxy-indolin-1-ium-2-carboxylate

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.7233	72.33%
Caco-2	-	0.8811	88.11%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Nucleus	0.4035	40.35%
OATP2B1 inhibitior	-	0.5708	57.08%
OATP1B1 inhibitior	+	0.8314	83.14%
OATP1B3 inhibitior	+	0.9331	93.31%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8361	83.61%
BSEP inhibitior	+	0.7802	78.02%
P-glycoprotein inhibitior	+	0.7204	72.04%
P-glycoprotein substrate	+	0.6920	69.20%
CYP3A4 substrate	+	0.7077	70.77%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8499	84.99%
CYP3A4 inhibition	-	0.8161	81.61%
CYP2C9 inhibition	-	0.7334	73.34%
CYP2C19 inhibition	-	0.7362	73.62%
CYP2D6 inhibition	-	0.7830	78.30%
CYP1A2 inhibition	-	0.6536	65.36%
CYP2C8 inhibition	+	0.8211	82.11%
CYP inhibitory promiscuity	-	0.7847	78.47%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.4809	48.09%
Eye corrosion	-	0.9842	98.42%
Eye irritation	-	0.9127	91.27%
Skin irritation	-	0.7806	78.06%
Skin corrosion	-	0.9309	93.09%
Ames mutagenesis	-	0.6023	60.23%
Human Ether-a-go-go-Related Gene inhibition	+	0.7101	71.01%
Micronuclear	+	0.8800	88.00%
Hepatotoxicity	-	0.8300	83.00%
skin sensitisation	-	0.8399	83.99%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.9456	94.56%
Acute Oral Toxicity (c)	III	0.6297	62.97%
Estrogen receptor binding	+	0.7956	79.56%
Androgen receptor binding	+	0.6654	66.54%
Thyroid receptor binding	+	0.5635	56.35%
Glucocorticoid receptor binding	+	0.6238	62.38%
Aromatase binding	+	0.5801	58.01%
PPAR gamma	+	0.7018	70.18%
Honey bee toxicity	-	0.7229	72.29%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.8831	88.31%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	98.60%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.22%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	98.15%	86.33%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	95.51%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.32%	99.17%
CHEMBL2581	P07339	Cathepsin D	90.94%	98.95%
CHEMBL3194	P02766	Transthyretin	90.81%	90.71%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.53%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.38%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.25%	95.56%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.01%	89.62%
CHEMBL2535	P11166	Glucose transporter	89.98%	98.75%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.39%	95.89%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.69%	90.71%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.69%	92.94%
CHEMBL4040	P28482	MAP kinase ERK2	83.24%	83.82%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.98%	100.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.02%	91.71%
CHEMBL226	P30542	Adenosine A1 receptor	80.99%	95.93%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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