6-(2,3-Dihydroxy-3-methylbutyl)-1,5-dihydroxyxanthen-9-one

Details

• Internal ID: c3443c78-7a95-4ac0-b7c1-f93d3a4c318c
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones
• IUPAC Name: 6-(2,3-dihydroxy-3-methylbutyl)-1,5-dihydroxyxanthen-9-one
• InChI: InChI=1S/C18H18O6/c1-18(2,23)13(20)8-9-6-7-10-16(22)14-11(19)4-3-5-12(14)24-17(10)15(9)21/h3-7,13,19-21,23H,8H2,1-2H3
• InChI Key: INRXCBYPXAPEDL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₈O₆
• Molecular Weight: 330.30 g/mol
• Exact Mass: 330.11033829 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.03
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9825	98.25%
Caco-2	-	0.8140	81.40%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7217	72.17%
OATP2B1 inhibitior	+	0.5778	57.78%
OATP1B1 inhibitior	+	0.8935	89.35%
OATP1B3 inhibitior	+	0.9734	97.34%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6399	63.99%
P-glycoprotein inhibitior	-	0.8319	83.19%
P-glycoprotein substrate	-	0.6254	62.54%
CYP3A4 substrate	+	0.5487	54.87%
CYP2C9 substrate	-	0.5894	58.94%
CYP2D6 substrate	-	0.8279	82.79%
CYP3A4 inhibition	-	0.8893	88.93%
CYP2C9 inhibition	-	0.8928	89.28%
CYP2C19 inhibition	-	0.8423	84.23%
CYP2D6 inhibition	-	0.8832	88.32%
CYP1A2 inhibition	+	0.5597	55.97%
CYP2C8 inhibition	-	0.6326	63.26%
CYP inhibitory promiscuity	-	0.9177	91.77%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6591	65.91%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.7916	79.16%
Skin irritation	-	0.7085	70.85%
Skin corrosion	-	0.8970	89.70%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7200	72.00%
Micronuclear	-	0.5141	51.41%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.7498	74.98%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	-	0.6875	68.75%
Acute Oral Toxicity (c)	III	0.6320	63.20%
Estrogen receptor binding	+	0.8623	86.23%
Androgen receptor binding	+	0.7130	71.30%
Thyroid receptor binding	+	0.6629	66.29%
Glucocorticoid receptor binding	+	0.8765	87.65%
Aromatase binding	+	0.7209	72.09%
PPAR gamma	+	0.9355	93.55%
Honey bee toxicity	-	0.8607	86.07%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9331	93.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.04%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.52%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.16%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	94.97%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.67%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.79%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.71%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	90.39%	91.49%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.33%	93.99%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.34%	86.33%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	84.50%	89.34%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	84.29%	90.93%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.13%	94.00%
CHEMBL2535	P11166	Glucose transporter	83.92%	98.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.53%	85.14%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	80.23%	93.65%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.00%	99.15%

Plants that contains it

• Calophyllum austroindicum

Cross-Links

• PubChem: 85700963
• LOTUS: LTS0134282
• wikiData: Q105116368