1,5-Dihydroxy-6-(4-hydroxy-3-methylbutyl)xanthen-9-one

Details

• Internal ID: 88d9192a-04a8-425b-887c-2e96661e6981
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 1,5-dihydroxy-6-(4-hydroxy-3-methylbutyl)xanthen-9-one
• SMILES (Canonical): CC(CCC1=C(C2=C(C=C1)C(=O)C3=C(C=CC=C3O2)O)O)CO
• SMILES (Isomeric): CC(CCC1=C(C2=C(C=C1)C(=O)C3=C(C=CC=C3O2)O)O)CO
• InChI: InChI=1S/C18H18O5/c1-10(9-19)5-6-11-7-8-12-17(22)15-13(20)3-2-4-14(15)23-18(12)16(11)21/h2-4,7-8,10,19-21H,5-6,9H2,1H3
• InChI Key: OJJLNFKFRQMYMQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₅
• Molecular Weight: 314.30 g/mol
• Exact Mass: 314.11542367 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 2.92
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9427	94.27%
Caco-2	-	0.6850	68.50%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7862	78.62%
OATP2B1 inhibitior	+	0.5676	56.76%
OATP1B1 inhibitior	+	0.9077	90.77%
OATP1B3 inhibitior	+	0.9305	93.05%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6298	62.98%
P-glycoprotein inhibitior	-	0.8013	80.13%
P-glycoprotein substrate	+	0.5247	52.47%
CYP3A4 substrate	+	0.5702	57.02%
CYP2C9 substrate	+	0.6206	62.06%
CYP2D6 substrate	-	0.8280	82.80%
CYP3A4 inhibition	-	0.6784	67.84%
CYP2C9 inhibition	+	0.5341	53.41%
CYP2C19 inhibition	+	0.5394	53.94%
CYP2D6 inhibition	-	0.8342	83.42%
CYP1A2 inhibition	+	0.8763	87.63%
CYP2C8 inhibition	-	0.7631	76.31%
CYP inhibitory promiscuity	-	0.5983	59.83%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7090	70.90%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.7723	77.23%
Skin irritation	-	0.7066	70.66%
Skin corrosion	-	0.9433	94.33%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5321	53.21%
skin sensitisation	-	0.8639	86.39%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.7309	73.09%
Acute Oral Toxicity (c)	III	0.6465	64.65%
Estrogen receptor binding	+	0.7690	76.90%
Androgen receptor binding	+	0.7626	76.26%
Thyroid receptor binding	-	0.4872	48.72%
Glucocorticoid receptor binding	+	0.9138	91.38%
Aromatase binding	+	0.7531	75.31%
PPAR gamma	+	0.9462	94.62%
Honey bee toxicity	-	0.9391	93.91%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9706	97.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.70%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.79%	91.11%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.85%	93.99%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.74%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.49%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	93.09%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.13%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.21%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	87.29%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.86%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.68%	94.00%
CHEMBL1907	P15144	Aminopeptidase N	83.04%	93.31%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.92%	90.71%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.50%	89.34%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.44%	99.15%

Plants that contains it

• Calophyllum teysmannii

Cross-Links

• PubChem: 85768635
• LOTUS: LTS0197577
• wikiData: Q105193124