1,3,6-Trihydroxy-4-(3-methylbut-2-enyl)xanthen-9-one

Details

• Internal ID: 046864fa-4a9e-46b0-be5e-5f3a1b18d7f6
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > 4-prenylated xanthones
• IUPAC Name: 1,3,6-trihydroxy-4-(3-methylbut-2-enyl)xanthen-9-one
• SMILES (Canonical): CC(=CCC1=C2C(=C(C=C1O)O)C(=O)C3=C(O2)C=C(C=C3)O)C
• SMILES (Isomeric): CC(=CCC1=C2C(=C(C=C1O)O)C(=O)C3=C(O2)C=C(C=C3)O)C
• InChI: InChI=1S/C18H16O5/c1-9(2)3-5-11-13(20)8-14(21)16-17(22)12-6-4-10(19)7-15(12)23-18(11)16/h3-4,6-8,19-21H,5H2,1-2H3
• InChI Key: QPZUQJYNPHISQU-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₆O₅
• Molecular Weight: 312.30 g/mol
• Exact Mass: 312.09977361 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 3.57
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9892	98.92%
Caco-2	-	0.5566	55.66%
Blood Brain Barrier	-	0.5379	53.79%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6949	69.49%
OATP2B1 inhibitior	+	0.5772	57.72%
OATP1B1 inhibitior	+	0.8684	86.84%
OATP1B3 inhibitior	+	0.9601	96.01%
MATE1 inhibitior	-	0.7400	74.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.4941	49.41%
P-glycoprotein inhibitior	-	0.6464	64.64%
P-glycoprotein substrate	-	0.5520	55.20%
CYP3A4 substrate	+	0.5109	51.09%
CYP2C9 substrate	-	0.5755	57.55%
CYP2D6 substrate	-	0.8328	83.28%
CYP3A4 inhibition	+	0.5634	56.34%
CYP2C9 inhibition	+	0.9158	91.58%
CYP2C19 inhibition	+	0.9038	90.38%
CYP2D6 inhibition	-	0.5907	59.07%
CYP1A2 inhibition	+	0.9441	94.41%
CYP2C8 inhibition	-	0.6564	65.64%
CYP inhibitory promiscuity	+	0.9296	92.96%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7173	71.73%
Eye corrosion	-	0.9890	98.90%
Eye irritation	+	0.8074	80.74%
Skin irritation	-	0.6876	68.76%
Skin corrosion	-	0.9087	90.87%
Ames mutagenesis	+	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7293	72.93%
Micronuclear	+	0.5500	55.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.6264	62.64%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.7445	74.45%
Acute Oral Toxicity (c)	III	0.6473	64.73%
Estrogen receptor binding	+	0.8730	87.30%
Androgen receptor binding	+	0.8717	87.17%
Thyroid receptor binding	+	0.5603	56.03%
Glucocorticoid receptor binding	+	0.9492	94.92%
Aromatase binding	+	0.6303	63.03%
PPAR gamma	+	0.9265	92.65%
Honey bee toxicity	-	0.8642	86.42%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9929	99.29%

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	99.20%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	96.47%	91.49%
CHEMBL2581	P07339	Cathepsin D	96.20%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.63%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	94.10%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.48%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.83%	95.56%
CHEMBL3038469	P24941	CDK2/Cyclin A	89.30%	91.38%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.47%	86.33%
CHEMBL3194	P02766	Transthyretin	83.60%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.87%	99.17%
CHEMBL242	Q92731	Estrogen receptor beta	82.57%	98.35%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.52%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.48%	99.23%

Plants that contains it

• Anaxagorea luzonensis

Cross-Links

• PubChem: 10591176
• LOTUS: LTS0261435
• wikiData: Q105225698