O-Demethylforbexanthone

Details

• Internal ID: 937d4e31-d1d9-4a9b-a6c8-2004f15174cc
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > Pyranoxanthones
• IUPAC Name: 7,9,12-trihydroxy-2,2-dimethylpyrano[3,2-b]xanthen-6-one
• SMILES (Canonical): CC1(C=CC2=CC3=C(C(=C2O1)O)OC4=CC(=CC(=C4C3=O)O)O)C
• SMILES (Isomeric): CC1(C=CC2=CC3=C(C(=C2O1)O)OC4=CC(=CC(=C4C3=O)O)O)C
• InChI: InChI=1S/C18H14O6/c1-18(2)4-3-8-5-10-14(21)13-11(20)6-9(19)7-12(13)23-17(10)15(22)16(8)24-18/h3-7,19-20,22H,1-2H3
• InChI Key: WBKWHYDUDXOZIU-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₄O₆
• Molecular Weight: 326.30 g/mol
• Exact Mass: 326.07903816 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.25
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

• 92609-77-3
• 7,9,12-trihydroxy-2,2-dimethylpyrano[3,2-b]xanthen-6-one
• 2H,6H-Pyrano[3,2-b]xanthen-6-one, 7,9,12-trihydroxy-2,2-dimethyl-
• 7,9,12-Trihydroxy-2,2-dimethyl-2H,6H-pyrano[3,2-b]xanthen-6-one
• CHEMBL551983
• SCHEMBL17057011
• DTXSID00669873
• CHEBI:174369
• AKOS028110050
• B0005-190259
• 2,2-Dimethyl-7,9,12-trihydroxy-2H,6H-pyrano[3,2-b]xanthene-6-one
• 7,9,12-TRIHYDROXY-2,2-DIMETHYL-2,6-DIHYDRO-1,11-DIOXATETRACEN-6-ONE

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9691	96.91%
Caco-2	-	0.6143	61.43%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6778	67.78%
OATP2B1 inhibitior	-	0.5528	55.28%
OATP1B1 inhibitior	+	0.8180	81.80%
OATP1B3 inhibitior	+	0.9712	97.12%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.6114	61.14%
P-glycoprotein inhibitior	-	0.5106	51.06%
P-glycoprotein substrate	-	0.5250	52.50%
CYP3A4 substrate	+	0.6156	61.56%
CYP2C9 substrate	-	0.6166	61.66%
CYP2D6 substrate	-	0.8394	83.94%
CYP3A4 inhibition	+	0.6531	65.31%
CYP2C9 inhibition	+	0.5889	58.89%
CYP2C19 inhibition	-	0.5436	54.36%
CYP2D6 inhibition	-	0.7276	72.76%
CYP1A2 inhibition	+	0.6541	65.41%
CYP2C8 inhibition	+	0.6449	64.49%
CYP inhibitory promiscuity	+	0.6313	63.13%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5983	59.83%
Eye corrosion	-	0.9869	98.69%
Eye irritation	+	0.8167	81.67%
Skin irritation	-	0.6721	67.21%
Skin corrosion	-	0.9180	91.80%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5733	57.33%
Micronuclear	+	0.7200	72.00%
Hepatotoxicity	+	0.5801	58.01%
skin sensitisation	-	0.6533	65.33%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.6102	61.02%
Acute Oral Toxicity (c)	III	0.7487	74.87%
Estrogen receptor binding	+	0.8730	87.30%
Androgen receptor binding	+	0.6713	67.13%
Thyroid receptor binding	+	0.6250	62.50%
Glucocorticoid receptor binding	+	0.8733	87.33%
Aromatase binding	+	0.8558	85.58%
PPAR gamma	+	0.8830	88.30%
Honey bee toxicity	-	0.8695	86.95%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9366	93.66%

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	99.35%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	98.14%	91.49%
CHEMBL1806	P11388	DNA topoisomerase II alpha	96.47%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.30%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.43%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.93%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.71%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.68%	94.00%
CHEMBL1929	P47989	Xanthine dehydrogenase	87.47%	96.12%
CHEMBL3864	Q06124	Protein-tyrosine phosphatase 2C	85.84%	94.42%
CHEMBL3401	O75469	Pregnane X receptor	84.72%	94.73%
CHEMBL3194	P02766	Transthyretin	84.33%	90.71%
CHEMBL4208	P20618	Proteasome component C5	83.98%	90.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.87%	93.99%
CHEMBL1937	Q92769	Histone deacetylase 2	83.23%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.22%	86.33%

Plants that contains it

• Aster bellidiastrum
• Caragana halodendron
• Cistanche salsa
• Davallia divaricata
• Dolomiaea souliei
• Eucalyptus camaldulensis
• Garcinia cowa
• Garcinia mangostana
• Garcinia oblongifolia
• Ligularia vellerea
• Lonicera hypoleuca
• Nicotiana sylvestris
• Piper wightii
• Serpocaulon triseriale
• Trifolium resupinatum

Cross-Links

• PubChem: 45269778
• NPASS: NPC133970
• ChEMBL: CHEMBL551983
• LOTUS: LTS0118866
• wikiData: Q72513499