Stephaflavone B

Details

• Internal ID: 4371071a-5561-4f3b-a0ea-38e3708e170b
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Pyranoisoflavonoids
• IUPAC Name: 5-hydroxy-3-[5-hydroxy-7-methoxy-2-(4-methoxyphenyl)-4-oxochromen-6-yl]-2-(4-hydroxyphenyl)-7-methoxychromen-4-one
• SMILES (Canonical): COC1=CC=C(C=C1)C2=CC(=O)C3=C(C(=C(C=C3O2)OC)C4=C(OC5=CC(=CC(=C5C4=O)O)OC)C6=CC=C(C=C6)O)O
• SMILES (Isomeric): COC1=CC=C(C=C1)C2=CC(=O)C3=C(C(=C(C=C3O2)OC)C4=C(OC5=CC(=CC(=C5C4=O)O)OC)C6=CC=C(C=C6)O)O
• InChI: InChI=1S/C33H24O10/c1-39-19-10-6-16(7-11-19)23-14-22(36)28-26(42-23)15-24(41-3)29(31(28)37)30-32(38)27-21(35)12-20(40-2)13-25(27)43-33(30)17-4-8-18(34)9-5-17/h4-15,34-35,37H,1-3H3
• InChI Key: NBNZQKPBTWBDIL-UHFFFAOYSA-N
• Popularity: 1 reference 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

• 5,4',5''-Trihydroxy-7,7'',4'''-trimethoxy-[3->6'']-biflavone
• [3,6'-bi-4H-1-benzopyran]-4,4'-dione, 5,5'-dihydroxy-2-(4-hydroxyphenyl)-7,7'-dimethoxy-2'-(4-methoxyphenyl)-
• 5,5'-Dihydroxy-2-(4-hydroxy-phenyl)-7,7'-dimethoxy-2'-(4-methoxy-phenyl)-[3,6']bichromenyl-4,4'-dione
• 5,5'-dihydroxy-2-(4-hydroxyphenyl)-7,7'-dimethoxy-2'-(4-methoxyphenyl)-4H,4'H-3,6'-bichromene-4,4'-dione
• InChI=1/C33H24O10/c1-39-19-10-6-16(7-11-19)23-14-22(36)28-26(42-23)15-24(41-3)29(31(28)37)30-32(38)27-21(35)12-20(40-2)13-25(27)43-33(30)17-4-8-18(34)9-5-17/h4-15,34-35,37H,1-3H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9657	96.57%
Caco-2	-	0.7827	78.27%
Blood Brain Barrier	-	0.8500	85.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8810	88.10%
OATP2B1 inhibitior	-	0.5721	57.21%
OATP1B1 inhibitior	+	0.8049	80.49%
OATP1B3 inhibitior	+	0.9452	94.52%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.9164	91.64%
P-glycoprotein inhibitior	+	0.8617	86.17%
P-glycoprotein substrate	-	0.5866	58.66%
CYP3A4 substrate	+	0.6582	65.82%
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	+	0.9226	92.26%
CYP inhibitory promiscuity	+	0.5096	50.96%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9313	93.13%
Carcinogenicity (trinary)	Non-required	0.5571	55.71%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.8307	83.07%
Skin irritation	-	0.7763	77.63%
Skin corrosion	-	0.9710	97.10%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3815	38.15%
Micronuclear	+	0.8500	85.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.9631	96.31%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.7190	71.90%
Acute Oral Toxicity (c)	III	0.5395	53.95%
Estrogen receptor binding	+	0.8573	85.73%
Androgen receptor binding	+	0.9480	94.80%
Thyroid receptor binding	+	0.5882	58.82%
Glucocorticoid receptor binding	+	0.8326	83.26%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6898	68.98%
Honey bee toxicity	-	0.8200	82.00%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5649	56.49%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.32%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.65%	85.14%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	97.81%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.58%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.47%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.03%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.82%	95.56%
CHEMBL2581	P07339	Cathepsin D	92.33%	98.95%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	92.13%	96.21%
CHEMBL242	Q92731	Estrogen receptor beta	91.86%	98.35%
CHEMBL3194	P02766	Transthyretin	91.26%	90.71%
CHEMBL4208	P20618	Proteasome component C5	90.23%	90.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.64%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.43%	94.45%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	86.38%	86.92%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	85.69%	95.64%
CHEMBL3401	O75469	Pregnane X receptor	83.96%	94.73%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.70%	90.71%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.12%	95.50%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	82.76%	95.78%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.85%	99.23%
CHEMBL1907	P15144	Aminopeptidase N	81.41%	93.31%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.19%	93.99%

Plants that contains it

• Anaxagorea luzonensis
• Argyreia nervosa
• Bupleurum scorzonerifolium
• Carapichea ipecacuanha
• Croton regelianus
• Elettaria cardamomum
• Erythrina chiriquensis
• Lathyrus aphaca
• Melianthus major
• Orobanche arenaria
• Phoradendron reichenbachianum
• Stephania tetrandra

Cross-Links

• PubChem: 5324248
• NPASS: NPC25314
• LOTUS: LTS0230015
• wikiData: Q105176872