(-)-Gynuraone

Details

• Internal ID: daaf9078-0fb0-47b6-b4c4-124ae25766cf
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Chromones
• IUPAC Name: (2R,3R)-3,5-dihydroxy-2-methyl-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC1C(C(=O)C2=C(C=CC=C2O1)O)O
• SMILES (Isomeric): C[C@@H]1[C@H](C(=O)C2=C(C=CC=C2O1)O)O
• InChI: InChI=1S/C10H10O4/c1-5-9(12)10(13)8-6(11)3-2-4-7(8)14-5/h2-5,9,11-12H,1H3/t5-,9-/m1/s1
• InChI Key: COBAEYCUCRUGRP-MLUIRONXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₀O₄
• Molecular Weight: 194.18 g/mol
• Exact Mass: 194.05790880 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 0.72
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• CHEBI:68289
• CHEMBL1765413
• Q27136785
• (2R,3R)-3,5-dihydroxy-2-methyl-2,3-dihydro-4H-chromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9786	97.86%
Caco-2	-	0.6370	63.70%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7641	76.41%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9107	91.07%
OATP1B3 inhibitior	+	0.9869	98.69%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9639	96.39%
P-glycoprotein inhibitior	-	0.9735	97.35%
P-glycoprotein substrate	-	0.9412	94.12%
CYP3A4 substrate	-	0.5832	58.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8088	80.88%
CYP3A4 inhibition	-	0.7754	77.54%
CYP2C9 inhibition	+	0.6073	60.73%
CYP2C19 inhibition	-	0.5710	57.10%
CYP2D6 inhibition	-	0.9035	90.35%
CYP1A2 inhibition	+	0.9811	98.11%
CYP2C8 inhibition	-	0.9416	94.16%
CYP inhibitory promiscuity	+	0.5383	53.83%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6170	61.70%
Eye corrosion	-	0.9422	94.22%
Eye irritation	+	0.7916	79.16%
Skin irritation	+	0.7028	70.28%
Skin corrosion	-	0.9178	91.78%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8489	84.89%
Micronuclear	+	0.9000	90.00%
Hepatotoxicity	+	0.6375	63.75%
skin sensitisation	-	0.7021	70.21%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.5617	56.17%
Acute Oral Toxicity (c)	III	0.7336	73.36%
Estrogen receptor binding	-	0.7101	71.01%
Androgen receptor binding	-	0.5290	52.90%
Thyroid receptor binding	-	0.5619	56.19%
Glucocorticoid receptor binding	-	0.7222	72.22%
Aromatase binding	-	0.8880	88.80%
PPAR gamma	-	0.5963	59.63%
Honey bee toxicity	-	0.9663	96.63%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.7920	79.20%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.17%	95.56%
CHEMBL2581	P07339	Cathepsin D	91.63%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.30%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.19%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	90.78%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.11%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	87.58%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.65%	86.33%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	85.40%	94.80%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.76%	93.65%

Plants that contains it

• Gynura japonica

Cross-Links

• PubChem: 54582272
• NPASS: NPC287068
• LOTUS: LTS0025963
• wikiData: Q27136785