3,6,8-Trihydroxy-2-methoxy-1-(7-methyl-3-methylidene-2-oxooct-6-enyl)xanthen-9-one

Details

• Internal ID: de0d44a6-cbfe-4160-8e28-8a178a7bd038
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > 8-prenylated xanthones
• IUPAC Name: 3,6,8-trihydroxy-2-methoxy-1-(7-methyl-3-methylidene-2-oxooct-6-enyl)xanthen-9-one
• SMILES (Canonical): CC(=CCCC(=C)C(=O)CC1=C(C(=CC2=C1C(=O)C3=C(C=C(C=C3O2)O)O)O)OC)C
• SMILES (Isomeric): CC(=CCCC(=C)C(=O)CC1=C(C(=CC2=C1C(=O)C3=C(C=C(C=C3O2)O)O)O)OC)C
• InChI: InChI=1S/C24H24O7/c1-12(2)6-5-7-13(3)16(26)10-15-21-20(11-18(28)24(15)30-4)31-19-9-14(25)8-17(27)22(19)23(21)29/h6,8-9,11,25,27-28H,3,5,7,10H2,1-2,4H3
• InChI Key: OVHQWNPUPAOMKU-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₄O₇
• Molecular Weight: 424.40 g/mol
• Exact Mass: 424.15220310 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.49
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9050	90.50%
Caco-2	-	0.6297	62.97%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7210	72.10%
OATP2B1 inhibitior	-	0.5671	56.71%
OATP1B1 inhibitior	+	0.8520	85.20%
OATP1B3 inhibitior	+	0.9078	90.78%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.7224	72.24%
P-glycoprotein inhibitior	+	0.6319	63.19%
P-glycoprotein substrate	-	0.7029	70.29%
CYP3A4 substrate	+	0.6111	61.11%
CYP2C9 substrate	-	0.5791	57.91%
CYP2D6 substrate	-	0.8362	83.62%
CYP3A4 inhibition	-	0.5238	52.38%
CYP2C9 inhibition	-	0.5591	55.91%
CYP2C19 inhibition	+	0.6763	67.63%
CYP2D6 inhibition	-	0.6730	67.30%
CYP1A2 inhibition	+	0.7786	77.86%
CYP2C8 inhibition	+	0.6057	60.57%
CYP inhibitory promiscuity	+	0.5314	53.14%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7977	79.77%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.6789	67.89%
Skin irritation	-	0.7603	76.03%
Skin corrosion	-	0.9372	93.72%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4498	44.98%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8040	80.40%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.6953	69.53%
Acute Oral Toxicity (c)	III	0.5120	51.20%
Estrogen receptor binding	+	0.8570	85.70%
Androgen receptor binding	+	0.6656	66.56%
Thyroid receptor binding	+	0.5174	51.74%
Glucocorticoid receptor binding	+	0.8330	83.30%
Aromatase binding	+	0.6749	67.49%
PPAR gamma	+	0.8377	83.77%
Honey bee toxicity	-	0.7955	79.55%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9953	99.53%

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	98.85%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.50%	99.17%
CHEMBL2581	P07339	Cathepsin D	94.87%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.59%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.94%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.48%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	90.40%	94.73%
CHEMBL3194	P02766	Transthyretin	85.93%	90.71%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.93%	96.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.19%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.49%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.13%	99.23%

Plants that contains it

• Garcinia parvifolia

Cross-Links

• PubChem: 11058959
• LOTUS: LTS0020463
• wikiData: Q105200729