Demethylwedelolactone

Details

• Internal ID: 352753a8-9acb-4461-a389-e53ff31a112c
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Coumestans
• IUPAC Name: 1,3,8,9-tetrahydroxy-[1]benzofuro[3,2-c]chromen-6-one
• SMILES (Canonical): C1=C(C=C2C(=C1O)C3=C(C4=CC(=C(C=C4O3)O)O)C(=O)O2)O
• SMILES (Isomeric): C1=C(C=C2C(=C1O)C3=C(C4=CC(=C(C=C4O3)O)O)C(=O)O2)O
• InChI: InChI=1S/C15H8O7/c16-5-1-9(19)13-11(2-5)22-15(20)12-6-3-7(17)8(18)4-10(6)21-14(12)13/h1-4,16-19H
• InChI Key: LUTYTNLPIUCKBJ-UHFFFAOYSA-N
• Popularity: 30 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₈O₇
• Molecular Weight: 300.22 g/mol
• Exact Mass: 300.02700259 g/mol
• Topological Polar Surface Area (TPSA): 120.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.51
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

• 6468-55-9
• 1,3,8,9-Tetrahydroxy-6H-benzofuro[3,2-c]chromen-6-one
• Norwedelolactone
• desmethylwedelolactone
• UXN2KXV8BB
• 1,3,8,9-tetrahydroxy-[1]benzofuro[3,2-c]chromen-6-one
• 1,3,8,9-Tetrahydroxy-6H-benzofuro-[3,2-c]chromen-6-one
• 1,3,8,9-Tetrahydroxy-6H-benzofuro[3,2-c][1]benzopyran-6-one
• 6H-Benzofuro(3,2-c)(1)benzopyran-6-one, 1,3,8,9-tetrahydroxy-
• 1,3,8,9-TETRAHYDROXY-6H-BENZOFURO(3,2-C)CHROMEN-6-ONE
• 1,3,8,9-TETRAHYDROXY-6H-BENZOFURO(3,2-C)(1)BENZOPYRAN-6-ONE
• UNII-UXN2KXV8BB
• SCHEMBL3364302
• 1,3,8,9-Tetrahydroxycoumestan
• CHEMBL2089002
• DTXSID00214968
• CHEBI:191036
• HY-N2028
• LMPK12090041
• ZB1880
• AKOS015897135
• AC-34923
• MS-24319
• CS-0018519
• FT-0698755
• A867843
• 1,3,8,9-tetrahydroxy-[1]benzouro[3,2-c]chromen-6-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8631	86.31%
Caco-2	-	0.7614	76.14%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6365	63.65%
OATP2B1 inhibitior	-	0.5465	54.65%
OATP1B1 inhibitior	+	0.9237	92.37%
OATP1B3 inhibitior	+	0.8952	89.52%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.9299	92.99%
P-glycoprotein inhibitior	-	0.9015	90.15%
P-glycoprotein substrate	-	0.9035	90.35%
CYP3A4 substrate	-	0.5608	56.08%
CYP2C9 substrate	-	0.8053	80.53%
CYP2D6 substrate	-	0.8542	85.42%
CYP3A4 inhibition	+	0.6142	61.42%
CYP2C9 inhibition	-	0.8152	81.52%
CYP2C19 inhibition	-	0.7590	75.90%
CYP2D6 inhibition	-	0.8619	86.19%
CYP1A2 inhibition	+	0.7113	71.13%
CYP2C8 inhibition	-	0.6934	69.34%
CYP inhibitory promiscuity	-	0.6873	68.73%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5756	57.56%
Eye corrosion	-	0.9887	98.87%
Eye irritation	+	0.9289	92.89%
Skin irritation	+	0.5444	54.44%
Skin corrosion	-	0.9505	95.05%
Ames mutagenesis	-	0.5870	58.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.9075	90.75%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.6815	68.15%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	-	0.6777	67.77%
Acute Oral Toxicity (c)	II	0.5429	54.29%
Estrogen receptor binding	+	0.7864	78.64%
Androgen receptor binding	+	0.8386	83.86%
Thyroid receptor binding	+	0.6371	63.71%
Glucocorticoid receptor binding	+	0.9271	92.71%
Aromatase binding	+	0.6571	65.71%
PPAR gamma	+	0.8247	82.47%
Honey bee toxicity	-	0.8200	82.00%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9388	93.88%

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	98.81%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.95%	89.00%
CHEMBL3194	P02766	Transthyretin	91.88%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.31%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.15%	99.23%
CHEMBL1929	P47989	Xanthine dehydrogenase	88.68%	96.12%
CHEMBL1951	P21397	Monoamine oxidase A	87.80%	91.49%
CHEMBL2581	P07339	Cathepsin D	87.70%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.50%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.44%	99.15%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.21%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	80.71%	94.73%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	80.02%	94.42%

Plants that contains it

• Eclipta prostrata
• Eclipta prostrata
• Ephedra intermedia
• Garcinia lucida
• Hypericum erectum
• Mnium hornum
• Sphagneticola calendulacea
• Thalictrum longistylum
• Thalictrum podocarpum
• Wedelia acapulcensis var. hispida

Cross-Links

• PubChem: 5489605
• NPASS: NPC221101
• LOTUS: LTS0150783
• wikiData: Q72461994