Buchanaxanthone

Details

• Internal ID: 78572c3f-5459-45da-a2d9-6bb5ca7112de
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 1,6-dihydroxy-5-methoxyxanthen-9-one
• SMILES (Canonical): COC1=C(C=CC2=C1OC3=CC=CC(=C3C2=O)O)O
• SMILES (Isomeric): COC1=C(C=CC2=C1OC3=CC=CC(=C3C2=O)O)O
• InChI: InChI=1S/C14H10O5/c1-18-14-9(16)6-5-7-12(17)11-8(15)3-2-4-10(11)19-13(7)14/h2-6,15-16H,1H3
• InChI Key: VTZRTHPAURPVRE-UHFFFAOYSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₀O₅
• Molecular Weight: 258.23 g/mol
• Exact Mass: 258.05282342 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.37
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 1,6-Dihydroxy-5-methoxyxanthone
• 1,6-Dihydroxy-5-methoxy-xanthen-9-one
• NCGC00385584-01!1,6-dihydroxy-5-methoxyxanthen-9-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9711	97.11%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7377	73.77%
OATP2B1 inhibitior	-	0.7091	70.91%
OATP1B1 inhibitior	+	0.9482	94.82%
OATP1B3 inhibitior	+	0.9934	99.34%
MATE1 inhibitior	+	0.5400	54.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.5852	58.52%
P-glycoprotein inhibitior	-	0.7310	73.10%
P-glycoprotein substrate	-	0.8861	88.61%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.6401	64.01%
CYP2D6 substrate	-	0.8296	82.96%
CYP3A4 inhibition	-	0.7181	71.81%
CYP2C9 inhibition	-	0.5805	58.05%
CYP2C19 inhibition	+	0.7909	79.09%
CYP2D6 inhibition	-	0.7438	74.38%
CYP1A2 inhibition	+	0.9811	98.11%
CYP2C8 inhibition	-	0.7157	71.57%
CYP inhibitory promiscuity	+	0.6572	65.72%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5675	56.75%
Eye corrosion	-	0.9577	95.77%
Eye irritation	+	0.8874	88.74%
Skin irritation	-	0.5200	52.00%
Skin corrosion	-	0.9642	96.42%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7210	72.10%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.9205	92.05%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.4659	46.59%
Acute Oral Toxicity (c)	III	0.8197	81.97%
Estrogen receptor binding	+	0.8981	89.81%
Androgen receptor binding	+	0.6255	62.55%
Thyroid receptor binding	+	0.6555	65.55%
Glucocorticoid receptor binding	+	0.9472	94.72%
Aromatase binding	+	0.7121	71.21%
PPAR gamma	+	0.6677	66.77%
Honey bee toxicity	-	0.9333	93.33%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.8258	82.58%

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	97.66%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.04%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	93.52%	99.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	92.76%	93.99%
CHEMBL2581	P07339	Cathepsin D	92.02%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.71%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.22%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.17%	89.00%
CHEMBL2535	P11166	Glucose transporter	87.67%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.19%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	86.31%	94.73%
CHEMBL4040	P28482	MAP kinase ERK2	84.67%	83.82%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.38%	99.15%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	83.74%	80.78%
CHEMBL3959	P16083	Quinone reductase 2	80.66%	89.49%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.07%	93.65%

Plants that contains it

• Artemisia anomala
• Calophyllum calaba
• Calophyllum inophyllum
• Calophyllum teysmannii
• Calophyllum thwaitesii
• Calophyllum tomentosum
• Cratoxylum cochinchinense
• Crocus sieberi
• Eugenia myrcianthes
• Eupatorium glehnii
• Garcinia linii
• Garcinia subelliptica
• Gynochthodes officinalis
• Jacobaea persoonii
• Leptochloa digitata
• Marila laxiflora
• Montanoa karwinskii
• Pinus heldreichii
• Piper umbellatum
• Salix babylonica
• Senecio brasiliensis
• Strychnos decussata
• Tovomita krukovii
• Verbena bonariensis

Cross-Links

• PubChem: 5481840
• NPASS: NPC184234
• LOTUS: LTS0087117
• wikiData: Q104399390