Luvangetin

Details

• Internal ID: dd70533f-6c20-43b8-b6ed-2068b146818e
• Taxonomy: Phenylpropanoids and polyketides > Coumarins and derivatives > Pyranocoumarins > Linear pyranocoumarins
• IUPAC Name: 10-methoxy-2,2-dimethylpyrano[3,2-g]chromen-8-one
• SMILES (Canonical): CC1(C=CC2=C(O1)C(=C3C(=C2)C=CC(=O)O3)OC)C
• SMILES (Isomeric): CC1(C=CC2=C(O1)C(=C3C(=C2)C=CC(=O)O3)OC)C
• InChI: InChI=1S/C15H14O4/c1-15(2)7-6-10-8-9-4-5-11(16)18-12(9)14(17-3)13(10)19-15/h4-8H,1-3H3
• InChI Key: XYPWCJWXFYYGPA-UHFFFAOYSA-N
• Popularity: 28 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₄O₄
• Molecular Weight: 258.27 g/mol
• Exact Mass: 258.08920892 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.99
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• 483-92-1
• 10-methoxy-2,2-dimethylpyrano[3,2-g]chromen-8-one
• CHEBI:6586
• C09273
• 10-METHOXY-8,8-DIMETHYL-2H,8H-PYRANO[3,2-G]CHROMEN-2-ONE
• 2H,8H-Benzo(1,2-b:5,4-b')dipyran-2-one, 10-methoxy-8,8-dimethyl-
• 10-Methoxy-8,8-dimethyl-2H,8H-benzo[1,2-b
• 10-Methoxy-8,8-dimethyl-2H,8H-benzo(1,2-b:5,4-b')dipyran-2-one
• 10-Methoxy-8,8-dimethyl-2H,8H-benzo[1,2-b:5,4-b']dipyran-2-one
• AC1L7YNQ
• starbld0003698
• CHEMBL254379
• SCHEMBL14511557
• DTXSID60197485
• NSC383464
• AKOS040762006
• NSC-383464
• E88907
• 10-methoxy-2,2-dimethyl-pyrano[3,2-g]chromen-8-one
• Q27107252

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9857	98.57%
Caco-2	+	0.6969	69.69%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6593	65.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9345	93.45%
OATP1B3 inhibitior	+	0.9668	96.68%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6197	61.97%
P-glycoprotein inhibitior	-	0.6668	66.68%
P-glycoprotein substrate	-	0.8583	85.83%
CYP3A4 substrate	-	0.5130	51.30%
CYP2C9 substrate	-	0.6755	67.55%
CYP2D6 substrate	-	0.8349	83.49%
CYP3A4 inhibition	+	0.6015	60.15%
CYP2C9 inhibition	-	0.9240	92.40%
CYP2C19 inhibition	+	0.6453	64.53%
CYP2D6 inhibition	-	0.6834	68.34%
CYP1A2 inhibition	+	0.5685	56.85%
CYP2C8 inhibition	-	0.6605	66.05%
CYP inhibitory promiscuity	+	0.5673	56.73%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Danger	0.5011	50.11%
Eye corrosion	-	0.9744	97.44%
Eye irritation	+	0.5817	58.17%
Skin irritation	-	0.7913	79.13%
Skin corrosion	-	0.9775	97.75%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6701	67.01%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	+	0.7574	75.74%
skin sensitisation	-	0.7855	78.55%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.4662	46.62%
Acute Oral Toxicity (c)	III	0.4429	44.29%
Estrogen receptor binding	+	0.9290	92.90%
Androgen receptor binding	+	0.7096	70.96%
Thyroid receptor binding	+	0.5779	57.79%
Glucocorticoid receptor binding	+	0.7347	73.47%
Aromatase binding	+	0.8315	83.15%
PPAR gamma	+	0.5818	58.18%
Honey bee toxicity	-	0.8714	87.14%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9675	96.75%

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	97.24%	91.11%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	93.89%	85.30%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.36%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.75%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.27%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.19%	99.23%
CHEMBL4040	P28482	MAP kinase ERK2	85.88%	83.82%
CHEMBL4208	P20618	Proteasome component C5	85.36%	90.00%
CHEMBL2581	P07339	Cathepsin D	84.30%	98.95%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	83.78%	85.49%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.89%	85.14%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	82.40%	94.03%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.64%	86.33%
CHEMBL1937	Q92769	Histone deacetylase 2	81.02%	94.75%

Plants that contains it

• Atalantia racemosa
• Boenninghausenia albiflora
• Brosimum gaudichaudii
• Brosimum parinarioides
• Brosimum rubescens
• Citrus × aurantium
• Citrus trifoliata
• Geijera balansae
• Pamburus missionis
• Phebalium clavatum
• Phebalium tuberculosum
• Toddalia asiatica
• Zanthoxylum ailanthoides
• Zanthoxylum avicennae

Cross-Links

• PubChem: 343582
• NPASS: NPC123954
• LOTUS: LTS0245978
• wikiData: Q27107252