Heveaflavone

Details

• Internal ID: 22fd77d1-8f08-4c25-b0ea-923f9fa9f979
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: 5-hydroxy-8-[2-hydroxy-5-(5-hydroxy-7-methoxy-4-oxochromen-2-yl)phenyl]-7-methoxy-2-(4-methoxyphenyl)chromen-4-one
• SMILES (Canonical): COC1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C(=C(C=C3O)OC)C4=C(C=CC(=C4)C5=CC(=O)C6=C(C=C(C=C6O5)OC)O)O
• SMILES (Isomeric): COC1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C(=C(C=C3O)OC)C4=C(C=CC(=C4)C5=CC(=O)C6=C(C=C(C=C6O5)OC)O)O
• InChI: InChI=1S/C33H24O10/c1-39-18-7-4-16(5-8-18)26-14-24(37)32-25(38)15-28(41-3)30(33(32)43-26)20-10-17(6-9-21(20)34)27-13-23(36)31-22(35)11-19(40-2)12-29(31)42-27/h4-15,34-35,38H,1-3H3
• InChI Key: NXPAGAZHSWSUFJ-UHFFFAOYSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₃H₂₄O₁₀
• Molecular Weight: 580.50 g/mol
• Exact Mass: 580.13694696 g/mol
• Topological Polar Surface Area (TPSA): 141.00 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 6.04
• H-Bond Acceptor: 10
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

• 23132-13-0
• 5-hydroxy-8-[2-hydroxy-5-(5-hydroxy-7-methoxy-4-oxochromen-2-yl)phenyl]-7-methoxy-2-(4-methoxyphenyl)chromen-4-one
• 3''',8-Biflavone, 4''',5,5''-trihydroxy-4',7,7''-trimethoxy- (8CI); 5-Hydroxy-8-[2-hydroxy-5-(5-hydroxy-7-methoxy-4-oxo-4H-1-benzopyran-2-yl)phenyl]-7-methoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one
• HY-N4047
• YAA13213
• AKOS032948160
• CS-0024527
• B0005-175502
• 5-hydroxy-8-(2-hydroxy-5-(5-hydroxy-7-methoxy-4-oxo-4H-chromen-2-yl)phenyl)-7-methoxy-2-(4-methoxyphenyl)-4H-chromen-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9657	96.57%
Caco-2	-	0.8191	81.91%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8810	88.10%
OATP2B1 inhibitior	-	0.7110	71.10%
OATP1B1 inhibitior	-	0.3312	33.12%
OATP1B3 inhibitior	+	0.9452	94.52%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9549	95.49%
P-glycoprotein inhibitior	+	0.8657	86.57%
P-glycoprotein substrate	-	0.6953	69.53%
CYP3A4 substrate	+	0.6222	62.22%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	-	0.8272	82.72%
CYP2C9 inhibition	-	0.6322	63.22%
CYP2C19 inhibition	-	0.6817	68.17%
CYP2D6 inhibition	-	0.8618	86.18%
CYP1A2 inhibition	+	0.6337	63.37%
CYP2C8 inhibition	+	0.8621	86.21%
CYP inhibitory promiscuity	+	0.5096	50.96%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9313	93.13%
Carcinogenicity (trinary)	Non-required	0.5571	55.71%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.8664	86.64%
Skin irritation	-	0.7763	77.63%
Skin corrosion	-	0.9710	97.10%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3668	36.68%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	-	0.8000	80.00%
skin sensitisation	-	0.9631	96.31%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.5740	57.40%
Acute Oral Toxicity (c)	III	0.5395	53.95%
Estrogen receptor binding	+	0.8942	89.42%
Androgen receptor binding	+	0.9476	94.76%
Thyroid receptor binding	+	0.6163	61.63%
Glucocorticoid receptor binding	+	0.8501	85.01%
Aromatase binding	+	0.5331	53.31%
PPAR gamma	+	0.7334	73.34%
Honey bee toxicity	-	0.7824	78.24%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5449	54.49%
Fish aquatic toxicity	+	0.9309	93.09%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1860	P10827	Thyroid hormone receptor alpha	98.46%	99.15%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.20%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.46%	94.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.56%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.55%	85.14%
CHEMBL3194	P02766	Transthyretin	94.76%	90.71%
CHEMBL2581	P07339	Cathepsin D	94.70%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.85%	89.00%
CHEMBL1907	P15144	Aminopeptidase N	93.38%	93.31%
CHEMBL242	Q92731	Estrogen receptor beta	92.88%	98.35%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.10%	86.33%
CHEMBL4208	P20618	Proteasome component C5	90.72%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.41%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.92%	86.92%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	86.80%	96.21%
CHEMBL1951	P21397	Monoamine oxidase A	86.77%	91.49%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	84.02%	89.23%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.91%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.67%	90.71%
CHEMBL2535	P11166	Glucose transporter	83.15%	98.75%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.14%	95.78%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.88%	95.50%
CHEMBL3922	P50579	Methionine aminopeptidase 2	82.75%	97.28%
CHEMBL308	P06493	Cyclin-dependent kinase 1	82.17%	91.73%
CHEMBL5747	Q92793	CREB-binding protein	81.95%	95.12%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.80%	93.65%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	80.50%	91.71%

Plants that contains it

• Etlingera elatior
• Ouratea castaneifolia
• Ouratea multiflora
• Podocarpus fasciculus
• Retrophyllum rospigliosii
• Selaginella delicatula
• Selaginella doederleinii
• Selaginella lepidophylla
• Selaginella tamariscina

Cross-Links

• PubChem: 15559724
• NPASS: NPC158027
• LOTUS: LTS0154401
• wikiData: Q104180127