Phomoxanthone I

Details

• Internal ID: 1c43fb2d-409b-4901-bd15-4d8d8aa49208
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: (1S,2S,3R)-2,8-dihydroxy-1-(hydroxymethyl)-3-methyl-1,2,3,4-tetrahydroxanthen-9-one
• SMILES (Canonical): CC1CC2=C(C(C1O)CO)C(=O)C3=C(C=CC=C3O2)O
• SMILES (Isomeric): C[C@@H]1CC2=C([C@H]([C@H]1O)CO)C(=O)C3=C(C=CC=C3O2)O
• InChI: InChI=1S/C15H16O5/c1-7-5-11-12(8(6-16)14(7)18)15(19)13-9(17)3-2-4-10(13)20-11/h2-4,7-8,14,16-18H,5-6H2,1H3/t7-,8-,14+/m1/s1
• InChI Key: FZYAUDVEZGTRQC-WGZSSWNPSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₆O₅
• Molecular Weight: 276.28 g/mol
• Exact Mass: 276.09977361 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.13
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9506	95.06%
Caco-2	+	0.5610	56.10%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7314	73.14%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.8917	89.17%
OATP1B3 inhibitior	+	0.9012	90.12%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8072	80.72%
P-glycoprotein inhibitior	-	0.9394	93.94%
P-glycoprotein substrate	-	0.6927	69.27%
CYP3A4 substrate	+	0.5254	52.54%
CYP2C9 substrate	+	0.6171	61.71%
CYP2D6 substrate	-	0.8176	81.76%
CYP3A4 inhibition	-	0.6257	62.57%
CYP2C9 inhibition	-	0.8093	80.93%
CYP2C19 inhibition	-	0.6115	61.15%
CYP2D6 inhibition	-	0.9293	92.93%
CYP1A2 inhibition	+	0.6370	63.70%
CYP2C8 inhibition	-	0.8410	84.10%
CYP inhibitory promiscuity	-	0.5899	58.99%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7347	73.47%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9019	90.19%
Skin irritation	-	0.7937	79.37%
Skin corrosion	-	0.9604	96.04%
Ames mutagenesis	+	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7350	73.50%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	-	0.6273	62.73%
skin sensitisation	-	0.8256	82.56%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.4644	46.44%
Acute Oral Toxicity (c)	III	0.5680	56.80%
Estrogen receptor binding	+	0.7631	76.31%
Androgen receptor binding	+	0.6817	68.17%
Thyroid receptor binding	-	0.5615	56.15%
Glucocorticoid receptor binding	+	0.7429	74.29%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.7737	77.37%
Honey bee toxicity	-	0.9382	93.82%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9130	91.30%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.51%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.76%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.05%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.59%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	89.56%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.97%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.07%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.36%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.02%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.02%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.23%	93.99%
CHEMBL4040	P28482	MAP kinase ERK2	81.26%	83.82%
CHEMBL1951	P21397	Monoamine oxidase A	81.23%	91.49%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.00%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146684436
• LOTUS: LTS0040942
• wikiData: Q105005238