Nevadensin

Details

• Internal ID: 0a46ca4d-4630-4a58-95d4-72cad22e2579
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 8-O-methylated flavonoids
• IUPAC Name: 5,7-dihydroxy-6,8-dimethoxy-2-(4-methoxyphenyl)chromen-4-one
• SMILES (Canonical): COC1=CC=C(C=C1)C2=CC(=O)C3=C(C(=C(C(=C3O2)OC)O)OC)O
• SMILES (Isomeric): COC1=CC=C(C=C1)C2=CC(=O)C3=C(C(=C(C(=C3O2)OC)O)OC)O
• InChI: InChI=1S/C18H16O7/c1-22-10-6-4-9(5-7-10)12-8-11(19)13-14(20)17(23-2)15(21)18(24-3)16(13)25-12/h4-8,20-21H,1-3H3
• InChI Key: KRFBMPVGAYGGJE-UHFFFAOYSA-N
• Popularity: 102 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₇
• Molecular Weight: 344.30 g/mol
• Exact Mass: 344.08960285 g/mol
• Topological Polar Surface Area (TPSA): 94.40 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.90
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• Lysionotin
• 152743-19-6
• 10176-66-6
• Ethoxychelerythrine
• Lysionatin
• Nevadensin A
• 5,7-dihydroxy-6,8-dimethoxy-2-(4-methoxyphenyl)chromen-4-one
• CHEBI:7545
• 4H-1-Benzopyran-4-one, 5,7-dihydroxy-6,8-dimethoxy-2-(4-methoxyphenyl)-
• nebadensin
• 5,7-Dihydroxy-6,8-dimethoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one
• CHEMBL312073
• MEGxp0_001862
• SCHEMBL2178589
• ACon0_001112
• ACon1_000159
• BDBM84985
• DTXSID40144174
• HY-N1377
• LMPK12111442
• s3877
• AKOS030529142
• CCG-267965
• DS-3279
• 5,7-hydroxy-4',6,8-trimethoxyflavone
• NCGC00180824-01
• 5,7-dihydroxy-6,8,4'-trimethoxyflavone
• AC-34708
• CS-0016793
• FT-0697734
• flavone, 5,7-dihydroxy-4',6,8-trimethoxy-
• A14847
• BRD-K52406168-001-01-7
• Q27107527
• 5,7-Dihydroxy-6,8-dimethoxy-2-(4-methoxyphenyl)-4H-chromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9417	94.17%
Caco-2	+	0.8232	82.32%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6343	63.43%
OATP2B1 inhibitior	-	0.7157	71.57%
OATP1B1 inhibitior	+	0.8382	83.82%
OATP1B3 inhibitior	+	0.8767	87.67%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.5646	56.46%
P-glycoprotein inhibitior	+	0.7780	77.80%
P-glycoprotein substrate	-	0.9143	91.43%
CYP3A4 substrate	+	0.5256	52.56%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	+	0.6154	61.54%
CYP2C9 inhibition	-	0.7484	74.84%
CYP2C19 inhibition	+	0.5640	56.40%
CYP2D6 inhibition	-	0.7310	73.10%
CYP1A2 inhibition	+	0.8610	86.10%
CYP2C8 inhibition	+	0.5659	56.59%
CYP inhibitory promiscuity	+	0.8068	80.68%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6142	61.42%
Eye corrosion	-	0.9818	98.18%
Eye irritation	-	0.5139	51.39%
Skin irritation	-	0.7187	71.87%
Skin corrosion	-	0.9573	95.73%
Ames mutagenesis	-	0.5164	51.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.5485	54.85%
Micronuclear	+	0.8700	87.00%
Hepatotoxicity	-	0.7500	75.00%
skin sensitisation	-	0.9352	93.52%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8357	83.57%
Acute Oral Toxicity (c)	III	0.5210	52.10%
Estrogen receptor binding	+	0.9219	92.19%
Androgen receptor binding	+	0.9007	90.07%
Thyroid receptor binding	+	0.7331	73.31%
Glucocorticoid receptor binding	+	0.8699	86.99%
Aromatase binding	+	0.7633	76.33%
PPAR gamma	+	0.7577	75.77%
Honey bee toxicity	-	0.9157	91.57%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.8724	87.24%

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	98.94%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.28%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.70%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.80%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.03%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.61%	94.45%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	90.47%	83.57%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.38%	85.14%
CHEMBL1907	P15144	Aminopeptidase N	88.59%	93.31%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.23%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.39%	86.33%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	85.80%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.33%	99.17%
CHEMBL308	P06493	Cyclin-dependent kinase 1	82.51%	91.73%
CHEMBL4208	P20618	Proteasome component C5	81.92%	90.00%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	81.30%	91.71%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	80.46%	87.67%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	80.45%	81.11%

Plants that contains it

• Achillea ligustica
• Aconitum burnatii
• Aconitum sachalinense subsp. yezoense
• Ambrosia trifida
• Anemonoides raddeana
• Artemisia rupestris
• Baccharis grisebachii
• Biebersteinia orphanidis
• Calanticaria bicolor
• Condea albida
• Gardenia resinifera
• Gymnosperma glutinosum
• Helianthus angustifolius
• Helianthus annuus
• Helianthus argophyllus
• Helianthus microcephalus
• Helianthus pumilus
• Limnophila geoffrayi
• Limnophila heterophylla
• Lysionotus denticulosus
• Madia sativa
• Mentha × piperita
• Ocimum americanum
• Ocimum basilicum
• Ononis natrix
• Plectranthus ovatus
• Simsia cronquistii
• Tamarix dioica
• Tetraneuris linearifolia
• Tetraneuris turneri
• Tithonia longiradiata
• Tithonia pedunculata
• Zanthoxylum nitidum

Cross-Links

• PubChem: 160921
• NPASS: NPC274327
• ChEMBL: CHEMBL312073
• LOTUS: LTS0200685
• wikiData: Q27107527