Flavescenone A

Details

• Internal ID: 2ecad578-a0f1-4f64-9ad8-e5a6600ce6f8
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavans > Isoflavanones
• IUPAC Name: (3R)-5,7-dihydroxy-3-(6-hydroxy-1,3-benzodioxol-5-yl)-6-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC(=CCC1=C(C2=C(C=C1O)OCC(C2=O)C3=CC4=C(C=C3O)OCO4)O)C
• SMILES (Isomeric): CC(=CCC1=C(C2=C(C=C1O)OC[C@H](C2=O)C3=CC4=C(C=C3O)OCO4)O)C
• InChI: InChI=1S/C21H20O7/c1-10(2)3-4-11-14(22)7-18-19(20(11)24)21(25)13(8-26-18)12-5-16-17(6-15(12)23)28-9-27-16/h3,5-7,13,22-24H,4,8-9H2,1-2H3/t13-/m0/s1
• InChI Key: KVXOATYTYZJCLO-ZDUSSCGKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀O₇
• Molecular Weight: 384.40 g/mol
• Exact Mass: 384.12090297 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 4.30
• Atomic LogP (AlogP): 3.40
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9541	95.41%
Caco-2	-	0.6063	60.63%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7287	72.87%
OATP2B1 inhibitior	-	0.7119	71.19%
OATP1B1 inhibitior	+	0.8686	86.86%
OATP1B3 inhibitior	+	0.9666	96.66%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.6465	64.65%
P-glycoprotein inhibitior	-	0.4725	47.25%
P-glycoprotein substrate	-	0.7666	76.66%
CYP3A4 substrate	+	0.5484	54.84%
CYP2C9 substrate	-	0.6021	60.21%
CYP2D6 substrate	-	0.8271	82.71%
CYP3A4 inhibition	+	0.6522	65.22%
CYP2C9 inhibition	+	0.7608	76.08%
CYP2C19 inhibition	+	0.7382	73.82%
CYP2D6 inhibition	-	0.6870	68.70%
CYP1A2 inhibition	-	0.5564	55.64%
CYP2C8 inhibition	-	0.8077	80.77%
CYP inhibitory promiscuity	+	0.8928	89.28%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6381	63.81%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.5382	53.82%
Skin irritation	-	0.7510	75.10%
Skin corrosion	-	0.9263	92.63%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5831	58.31%
Micronuclear	+	0.5574	55.74%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.7772	77.72%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.7757	77.57%
Acute Oral Toxicity (c)	III	0.5257	52.57%
Estrogen receptor binding	+	0.9656	96.56%
Androgen receptor binding	+	0.7763	77.63%
Thyroid receptor binding	+	0.5535	55.35%
Glucocorticoid receptor binding	+	0.8408	84.08%
Aromatase binding	+	0.6453	64.53%
PPAR gamma	+	0.8776	87.76%
Honey bee toxicity	-	0.8614	86.14%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9937	99.37%

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	99.62%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.08%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.17%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.19%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.72%	85.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	91.21%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.80%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	88.74%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.98%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.25%	90.71%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.13%	94.80%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.23%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.35%	86.33%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.23%	89.34%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	82.82%	92.68%
CHEMBL226	P30542	Adenosine A1 receptor	82.64%	95.93%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.57%	95.89%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	81.06%	95.17%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.65%	93.40%
CHEMBL4208	P20618	Proteasome component C5	80.39%	90.00%

Plants that contains it

• Asimina parviflora
• Atraphaxis spinosa
• Baccharis neglecta
• Centaurea cuneifolia subsp. cuneifolia
• Chondrodendron tomentosum
• Clerodendrum bungei
• Diospyros ebenum
• Embelia parviflora
• Embelia schimperi
• Ephedra sinica
• Epilobium hirsutum
• Erysimum leptophyllum
• Erythrina melanacantha
• Esenbeckia leiocarpa
• Euphorbia jolkinii
• Faramea multiflora
• Gymnocalycium schickendantzii
• Haplophyllum obtusifolium
• Helichrysum tenuifolium
• Hypericum styphelioides
• Linnaea chinensis
• Lythrum salicaria
• Monsonia senegalensis
• Myrica rubra
• Onopordum acanthium
• Pancratium sickenbergeri
• Pinalia anomala
• Piper regnellii
• Plathymenia reticulata
• Pteridium esculentum
• Simarouba glauca
• Sophora flavescens
• Stenocereus laevigatus
• Syzygium polycephaloides
• Varronia leucocephala
• Vellozia nanuzae
• Vernonanthura fagifolia

Cross-Links

• PubChem: 101238023
• NPASS: NPC210902
• LOTUS: LTS0143596
• wikiData: Q105146794