Lucenin 2

Details

• Internal ID: f2ba19c5-691f-475a-bab6-ba18a22c77aa
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid C-glycosides > Flavonoid 8-C-glycosides
• IUPAC Name: 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6,8-bis[(2S,4R,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one
• SMILES (Canonical): C1=CC(=C(C=C1C2=CC(=O)C3=C(C(=C(C(=C3O2)C4C(C(C(C(O4)CO)O)O)O)O)C5C(C(C(C(O5)CO)O)O)O)O)O)O
• SMILES (Isomeric): C1=CC(=C(C=C1C2=CC(=O)C3=C(C(=C(C(=C3O2)[C@H]4C([C@H]([C@@H](C(O4)CO)O)O)O)O)[C@H]5C([C@H]([C@@H](C(O5)CO)O)O)O)O)O)O
• InChI: InChI=1S/C27H30O16/c28-5-12-17(33)21(37)23(39)26(42-12)15-19(35)14-10(32)4-11(7-1-2-8(30)9(31)3-7)41-25(14)16(20(15)36)27-24(40)22(38)18(34)13(6-29)43-27/h1-4,12-13,17-18,21-24,26-31,33-40H,5-6H2/t12?,13?,17-,18-,21+,22+,23?,24?,26+,27+/m1/s1
• InChI Key: ZLPSOQFIIQIIAX-PSCXIDSDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₀O₁₆
• Molecular Weight: 610.50 g/mol
• Exact Mass: 610.15338487 g/mol
• Topological Polar Surface Area (TPSA): 288.00 Ų
• XlogP: -2.60
• Atomic LogP (AlogP): -2.69
• H-Bond Acceptor: 16
• H-Bond Donor: 12
• Rotatable Bonds: 5

Synonyms

• LMPK12110500

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6251	62.51%
Caco-2	-	0.9123	91.23%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5454	54.54%
OATP2B1 inhibitior	-	0.5540	55.40%
OATP1B1 inhibitior	+	0.8543	85.43%
OATP1B3 inhibitior	+	0.9752	97.52%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.6417	64.17%
P-glycoprotein inhibitior	-	0.5456	54.56%
P-glycoprotein substrate	-	0.8413	84.13%
CYP3A4 substrate	+	0.5552	55.52%
CYP2C9 substrate	-	0.6301	63.01%
CYP2D6 substrate	-	0.8452	84.52%
CYP3A4 inhibition	-	0.8760	87.60%
CYP2C9 inhibition	-	0.9182	91.82%
CYP2C19 inhibition	-	0.9102	91.02%
CYP2D6 inhibition	-	0.9445	94.45%
CYP1A2 inhibition	-	0.8801	88.01%
CYP2C8 inhibition	+	0.5847	58.47%
CYP inhibitory promiscuity	-	0.7721	77.21%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6914	69.14%
Eye corrosion	-	0.9937	99.37%
Eye irritation	-	0.8813	88.13%
Skin irritation	-	0.7949	79.49%
Skin corrosion	-	0.9613	96.13%
Ames mutagenesis	+	0.6765	67.65%
Human Ether-a-go-go-Related Gene inhibition	+	0.7496	74.96%
Micronuclear	+	0.6459	64.59%
Hepatotoxicity	-	0.7196	71.96%
skin sensitisation	-	0.8739	87.39%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.7589	75.89%
Acute Oral Toxicity (c)	IV	0.4242	42.42%
Estrogen receptor binding	+	0.7401	74.01%
Androgen receptor binding	+	0.7032	70.32%
Thyroid receptor binding	-	0.4939	49.39%
Glucocorticoid receptor binding	-	0.5328	53.28%
Aromatase binding	+	0.6250	62.50%
PPAR gamma	+	0.6979	69.79%
Honey bee toxicity	-	0.7469	74.69%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.6549	65.49%

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	99.77%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.70%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.83%	89.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	93.86%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.97%	94.00%
CHEMBL3401	O75469	Pregnane X receptor	90.27%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.83%	95.56%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	87.53%	86.92%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.93%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	84.81%	91.49%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.95%	97.09%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	81.69%	89.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.91%	90.71%

Plants that contains it

• Artemisia judaica
• Artemisia monosperma
• Asplenium normale
• Bryum pseudotriquetrum
• Ephedra nevadensis
• Hedwigia ciliata
• Parkinsonia aculeata
• Passiflora incarnata
• Passiflora sexflora
• Phlomis aurea
• Plagiomnium elatum
• Pyrrosia serpens
• Rhynchosia minima
• Scorodocarpus borneensis
• Stachys aegyptiaca
• Trichomanes crispum

Cross-Links

• PubChem: 44257937
• LOTUS: LTS0058881
• wikiData: Q104246936