Flavenochromane C

Details

• Internal ID: 933a6976-41c1-4283-9cb2-a624483a099f
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavones > 8-prenylated flavones
• IUPAC Name: 3-hydroxy-2-(4-hydroxyphenyl)-5-methoxy-8,8-dimethyl-9,10-dihydropyrano[2,3-h]chromen-4-one
• SMILES (Canonical): CC1(CCC2=C3C(=C(C=C2O1)OC)C(=O)C(=C(O3)C4=CC=C(C=C4)O)O)C
• SMILES (Isomeric): CC1(CCC2=C3C(=C(C=C2O1)OC)C(=O)C(=C(O3)C4=CC=C(C=C4)O)O)C
• InChI: InChI=1S/C21H20O6/c1-21(2)9-8-13-14(27-21)10-15(25-3)16-17(23)18(24)19(26-20(13)16)11-4-6-12(22)7-5-11/h4-7,10,22,24H,8-9H2,1-3H3
• InChI Key: FHQZGKHNFJNQLJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₀O₆
• Molecular Weight: 368.40 g/mol
• Exact Mass: 368.12598835 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.98
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• NSC734926
• NSC-734926

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9788	97.88%
Caco-2	+	0.6791	67.91%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8228	82.28%
OATP2B1 inhibitior	-	0.7053	70.53%
OATP1B1 inhibitior	+	0.9011	90.11%
OATP1B3 inhibitior	+	0.9580	95.80%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7757	77.57%
P-glycoprotein inhibitior	+	0.7222	72.22%
P-glycoprotein substrate	-	0.6807	68.07%
CYP3A4 substrate	+	0.6499	64.99%
CYP2C9 substrate	-	0.8284	82.84%
CYP2D6 substrate	-	0.7418	74.18%
CYP3A4 inhibition	-	0.6924	69.24%
CYP2C9 inhibition	-	0.8209	82.09%
CYP2C19 inhibition	-	0.7512	75.12%
CYP2D6 inhibition	-	0.8365	83.65%
CYP1A2 inhibition	-	0.5899	58.99%
CYP2C8 inhibition	+	0.8171	81.71%
CYP inhibitory promiscuity	-	0.8011	80.11%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5982	59.82%
Eye corrosion	-	0.9899	98.99%
Eye irritation	+	0.5719	57.19%
Skin irritation	-	0.7721	77.21%
Skin corrosion	-	0.9401	94.01%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6304	63.04%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.6091	60.91%
skin sensitisation	-	0.8892	88.92%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	-	0.6647	66.47%
Acute Oral Toxicity (c)	III	0.7427	74.27%
Estrogen receptor binding	+	0.8806	88.06%
Androgen receptor binding	+	0.7933	79.33%
Thyroid receptor binding	+	0.6712	67.12%
Glucocorticoid receptor binding	+	0.8877	88.77%
Aromatase binding	+	0.7746	77.46%
PPAR gamma	+	0.9158	91.58%
Honey bee toxicity	-	0.7634	76.34%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5951	59.51%
Fish aquatic toxicity	+	0.9186	91.86%

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	99.73%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.44%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	96.41%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.03%	86.33%
CHEMBL2581	P07339	Cathepsin D	95.02%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.29%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.60%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.07%	96.09%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	89.00%	95.64%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.19%	95.89%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.85%	95.78%
CHEMBL242	Q92731	Estrogen receptor beta	85.44%	98.35%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.11%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.43%	99.23%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.35%	92.94%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.72%	93.99%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.79%	90.71%
CHEMBL2535	P11166	Glucose transporter	80.49%	98.75%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	80.10%	95.50%

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: 11451469
• NPASS: NPC50742
• LOTUS: LTS0072585
• wikiData: Q104995431