Flavescenone B

Details

• Internal ID: 9a9104c3-a354-4f42-bb01-42bf98851811
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Isoflavans > Isoflavanones > 6-prenylated isoflavanones
• IUPAC Name: 5,7-dihydroxy-3-(6-hydroxy-1,3-benzodioxol-5-yl)-6-(3-methylbut-2-enyl)chromen-4-one
• SMILES (Canonical): CC(=CCC1=C(C2=C(C=C1O)OC=C(C2=O)C3=CC4=C(C=C3O)OCO4)O)C
• SMILES (Isomeric): CC(=CCC1=C(C2=C(C=C1O)OC=C(C2=O)C3=CC4=C(C=C3O)OCO4)O)C
• InChI: InChI=1S/C21H18O7/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/h3,5-8,22-24H,4,9H2,1-2H3
• InChI Key: VPKPEWORLNRATH-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₁₈O₇
• Molecular Weight: 382.40 g/mol
• Exact Mass: 382.10525291 g/mol
• Topological Polar Surface Area (TPSA): 105.00 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 3.81
• 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	+	0.9825	98.25%
Caco-2	-	0.6049	60.49%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7439	74.39%
OATP2B1 inhibitior	-	0.5591	55.91%
OATP1B1 inhibitior	+	0.9414	94.14%
OATP1B3 inhibitior	+	0.9480	94.80%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.4812	48.12%
P-glycoprotein inhibitior	+	0.6467	64.67%
P-glycoprotein substrate	-	0.8394	83.94%
CYP3A4 substrate	+	0.5457	54.57%
CYP2C9 substrate	-	0.5826	58.26%
CYP2D6 substrate	-	0.8482	84.82%
CYP3A4 inhibition	+	0.7960	79.60%
CYP2C9 inhibition	+	0.8111	81.11%
CYP2C19 inhibition	+	0.7722	77.22%
CYP2D6 inhibition	-	0.6913	69.13%
CYP1A2 inhibition	+	0.5474	54.74%
CYP2C8 inhibition	-	0.7167	71.67%
CYP inhibitory promiscuity	+	0.9029	90.29%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6608	66.08%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.5473	54.73%
Skin irritation	-	0.7305	73.05%
Skin corrosion	-	0.9262	92.62%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6591	65.91%
Micronuclear	+	0.5774	57.74%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.7479	74.79%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.5591	55.91%
Acute Oral Toxicity (c)	III	0.5828	58.28%
Estrogen receptor binding	+	0.9685	96.85%
Androgen receptor binding	+	0.7316	73.16%
Thyroid receptor binding	+	0.5768	57.68%
Glucocorticoid receptor binding	+	0.8466	84.66%
Aromatase binding	+	0.8241	82.41%
PPAR gamma	+	0.9081	90.81%
Honey bee toxicity	-	0.8507	85.07%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9944	99.44%

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	99.67%	91.11%
CHEMBL2581	P07339	Cathepsin D	98.59%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.27%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.42%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.75%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.83%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	91.37%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.75%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.45%	85.14%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	85.60%	89.34%
CHEMBL4208	P20618	Proteasome component C5	83.94%	90.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.47%	90.71%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.66%	94.80%

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: 101238024
• NPASS: NPC78840
• LOTUS: LTS0107041
• wikiData: Q105290840