1,3-Dihydroxy-5,6-dimethoxy-7-(3-methylbut-2-enyl)xanthen-9-one

Details

• Internal ID: 61b40f2c-9be7-4f9f-902b-3710e9ceaf63
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > 2-prenylated xanthones
• IUPAC Name: 1,3-dihydroxy-5,6-dimethoxy-7-(3-methylbut-2-enyl)xanthen-9-one
• SMILES (Canonical): CC(=CCC1=CC2=C(C(=C1OC)OC)OC3=CC(=CC(=C3C2=O)O)O)C
• SMILES (Isomeric): CC(=CCC1=CC2=C(C(=C1OC)OC)OC3=CC(=CC(=C3C2=O)O)O)C
• InChI: InChI=1S/C20H20O6/c1-10(2)5-6-11-7-13-17(23)16-14(22)8-12(21)9-15(16)26-19(13)20(25-4)18(11)24-3/h5,7-9,21-22H,6H2,1-4H3
• InChI Key: HSSKQGDCWQCGAC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₆
• Molecular Weight: 356.40 g/mol
• Exact Mass: 356.12598835 g/mol
• Topological Polar Surface Area (TPSA): 85.20 Ų
• XlogP: 4.70
• Atomic LogP (AlogP): 3.88
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9751	97.51%
Caco-2	+	0.7858	78.58%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.4702	47.02%
OATP2B1 inhibitior	-	0.7053	70.53%
OATP1B1 inhibitior	+	0.8951	89.51%
OATP1B3 inhibitior	+	0.9242	92.42%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.7444	74.44%
P-glycoprotein inhibitior	+	0.6723	67.23%
P-glycoprotein substrate	-	0.7369	73.69%
CYP3A4 substrate	+	0.5442	54.42%
CYP2C9 substrate	-	0.5929	59.29%
CYP2D6 substrate	-	0.8145	81.45%
CYP3A4 inhibition	-	0.6874	68.74%
CYP2C9 inhibition	+	0.7992	79.92%
CYP2C19 inhibition	+	0.8942	89.42%
CYP2D6 inhibition	+	0.7067	70.67%
CYP1A2 inhibition	+	0.8898	88.98%
CYP2C8 inhibition	+	0.4884	48.84%
CYP inhibitory promiscuity	+	0.9099	90.99%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6648	66.48%
Eye corrosion	-	0.9876	98.76%
Eye irritation	+	0.7008	70.08%
Skin irritation	-	0.7423	74.23%
Skin corrosion	-	0.9515	95.15%
Ames mutagenesis	+	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5057	50.57%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.5303	53.03%
skin sensitisation	-	0.7647	76.47%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.6892	68.92%
Acute Oral Toxicity (c)	III	0.7221	72.21%
Estrogen receptor binding	+	0.8741	87.41%
Androgen receptor binding	+	0.6554	65.54%
Thyroid receptor binding	+	0.5282	52.82%
Glucocorticoid receptor binding	+	0.8436	84.36%
Aromatase binding	+	0.6560	65.60%
PPAR gamma	+	0.9275	92.75%
Honey bee toxicity	-	0.8208	82.08%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9818	98.18%

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	99.24%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.57%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.97%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	94.77%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.73%	95.56%
CHEMBL1929	P47989	Xanthine dehydrogenase	92.60%	96.12%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.24%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.56%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.05%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.71%	94.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.04%	99.23%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.37%	93.99%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.22%	92.62%
CHEMBL2535	P11166	Glucose transporter	83.10%	98.75%
CHEMBL3194	P02766	Transthyretin	82.30%	90.71%

Plants that contains it

• Cratoxylum cochinchinense

Cross-Links

• PubChem: 162898974
• LOTUS: LTS0057192
• wikiData: Q105033231