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

Details

• Internal ID: 79c965f1-8d31-492d-9bc5-8de92570e00c
• 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-7-enyl)xanthen-9-one
• 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/h8-9,11,25,27-28H,1,3,5-7,10H2,2,4H3
• InChI Key: TWKUVDCNWXXUAP-UHFFFAOYSA-N
• Popularity: 2 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: 5.20
• Atomic LogP (AlogP): 4.49
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8903	89.03%
Caco-2	-	0.7061	70.61%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6684	66.84%
OATP2B1 inhibitior	-	0.7051	70.51%
OATP1B1 inhibitior	+	0.8400	84.00%
OATP1B3 inhibitior	+	0.9256	92.56%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7858	78.58%
BSEP inhibitior	-	0.5915	59.15%
P-glycoprotein inhibitior	+	0.5718	57.18%
P-glycoprotein substrate	-	0.6116	61.16%
CYP3A4 substrate	+	0.6170	61.70%
CYP2C9 substrate	-	0.5791	57.91%
CYP2D6 substrate	-	0.8362	83.62%
CYP3A4 inhibition	+	0.5612	56.12%
CYP2C9 inhibition	-	0.7551	75.51%
CYP2C19 inhibition	+	0.5196	51.96%
CYP2D6 inhibition	-	0.7493	74.93%
CYP1A2 inhibition	+	0.7792	77.92%
CYP2C8 inhibition	+	0.6799	67.99%
CYP inhibitory promiscuity	+	0.5355	53.55%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7922	79.22%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.6809	68.09%
Skin irritation	-	0.7371	73.71%
Skin corrosion	-	0.9278	92.78%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4743	47.43%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8185	81.85%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7610	76.10%
Acute Oral Toxicity (c)	III	0.3738	37.38%
Estrogen receptor binding	+	0.7966	79.66%
Androgen receptor binding	+	0.6994	69.94%
Thyroid receptor binding	+	0.5599	55.99%
Glucocorticoid receptor binding	+	0.7888	78.88%
Aromatase binding	+	0.6913	69.13%
PPAR gamma	+	0.7274	72.74%
Honey bee toxicity	-	0.8560	85.60%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9969	99.69%

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	98.95%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.38%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.68%	99.17%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.91%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.42%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.70%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	87.59%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.14%	94.00%
CHEMBL2535	P11166	Glucose transporter	84.59%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.31%	95.56%
CHEMBL3194	P02766	Transthyretin	84.30%	90.71%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.47%	90.71%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.33%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.56%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.19%	96.95%

Plants that contains it

• Garcinia parvifolia

Cross-Links

• PubChem: 163106095
• LOTUS: LTS0166076
• wikiData: Q105265880