Wikstrol A

Details

• Internal ID: 8e6d7044-a5e3-40e1-9ace-f4569f249ea5
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Biflavonoids and polyflavonoids
• IUPAC Name: 5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(2R,3S)-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-8-yl]chromen-4-one
• SMILES (Canonical): C1C(C(OC2=C1C(=CC(=C2C3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)O)O)C6=CC=C(C=C6)O)O
• SMILES (Isomeric): C1[C@@H]([C@H](OC2=C1C(=CC(=C2C3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)O)O)C6=CC=C(C=C6)O)O
• InChI: InChI=1S/C30H22O10/c31-15-5-1-13(2-6-15)28-22(37)11-18-19(34)12-21(36)25(30(18)40-28)26-27(38)24-20(35)9-17(33)10-23(24)39-29(26)14-3-7-16(32)8-4-14/h1-10,12,22,28,31-37H,11H2/t22-,28+/m0/s1
• InChI Key: SRCSHETVEHQXLC-RBISFHTESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₂O₁₀
• Molecular Weight: 542.50 g/mol
• Exact Mass: 542.12129689 g/mol
• Topological Polar Surface Area (TPSA): 177.00 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 4.40
• H-Bond Acceptor: 10
• H-Bond Donor: 7
• Rotatable Bonds: 3

Synonyms

• Wikstrol B
• 5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(2R,3S)-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-8-yl]chromen-4-one
• NSC698800
• NSC698801
• 3-[(3S,2R)-3,5,7-Trihydroxy-2-(4-hydroxyphenyl)chroman-8-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
• 5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(2R,3S)-3,5,7-trihydroxy-2-(4-hydroxyphenyl)chroman-8-yl]chromen-4-one
• AKOS040735657
• NSC-698800
• NSC-698801

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9546	95.46%
Caco-2	-	0.8991	89.91%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5715	57.15%
OATP2B1 inhibitior	-	0.5530	55.30%
OATP1B1 inhibitior	+	0.6866	68.66%
OATP1B3 inhibitior	-	0.6131	61.31%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.7647	76.47%
P-glycoprotein inhibitior	+	0.7891	78.91%
P-glycoprotein substrate	-	0.5284	52.84%
CYP3A4 substrate	+	0.6615	66.15%
CYP2C9 substrate	-	0.5882	58.82%
CYP2D6 substrate	-	0.7749	77.49%
CYP3A4 inhibition	-	0.6113	61.13%
CYP2C9 inhibition	-	0.6733	67.33%
CYP2C19 inhibition	-	0.7413	74.13%
CYP2D6 inhibition	-	0.9191	91.91%
CYP1A2 inhibition	-	0.7971	79.71%
CYP2C8 inhibition	+	0.8680	86.80%
CYP inhibitory promiscuity	-	0.7794	77.94%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6678	66.78%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.7512	75.12%
Skin irritation	-	0.5609	56.09%
Skin corrosion	-	0.9530	95.30%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8259	82.59%
Micronuclear	+	0.8759	87.59%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.7820	78.20%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6602	66.02%
Acute Oral Toxicity (c)	III	0.3422	34.22%
Estrogen receptor binding	+	0.7526	75.26%
Androgen receptor binding	+	0.8495	84.95%
Thyroid receptor binding	+	0.6106	61.06%
Glucocorticoid receptor binding	+	0.7335	73.35%
Aromatase binding	-	0.5324	53.24%
PPAR gamma	+	0.7006	70.06%
Honey bee toxicity	-	0.7547	75.47%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.7136	71.36%

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%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.08%	89.00%
CHEMBL2581	P07339	Cathepsin D	95.13%	98.95%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	94.22%	95.64%
CHEMBL1951	P21397	Monoamine oxidase A	94.11%	91.49%
CHEMBL242	Q92731	Estrogen receptor beta	94.05%	98.35%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.56%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.24%	95.56%
CHEMBL1929	P47989	Xanthine dehydrogenase	91.21%	96.12%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.91%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.56%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	89.36%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.76%	86.33%
CHEMBL2073	P07947	Tyrosine-protein kinase YES	87.69%	83.14%
CHEMBL3194	P02766	Transthyretin	86.70%	90.71%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	86.33%	85.11%
CHEMBL3038469	P24941	CDK2/Cyclin A	85.83%	91.38%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.76%	94.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.57%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.08%	99.15%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.62%	85.14%
CHEMBL3830	Q2M2I8	Adaptor-associated kinase	82.59%	83.10%
CHEMBL217	P14416	Dopamine D2 receptor	82.42%	95.62%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.68%	95.78%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.18%	95.89%

Plants that contains it

• Daphne feddei
• Solanum aculeatissimum
• Stellera chamaejasme
• Wikstroemia indica
• Wikstroemia sikokiana

Cross-Links

• PubChem: 5481857
• NPASS: NPC301744
• LOTUS: LTS0263647
• wikiData: Q104393301