1,3,6,7-Tetrahydroxy-2,4,8-tris(3-methylbut-2-enyl)xanthen-9-one

Details

• Internal ID: 65b576ad-25c9-4035-8088-1bbe8d31399f
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > 8-prenylated xanthones
• IUPAC Name: 1,3,6,7-tetrahydroxy-2,4,8-tris(3-methylbut-2-enyl)xanthen-9-one
• SMILES (Canonical): CC(=CCC1=C(C(=CC2=C1C(=O)C3=C(C(=C(C(=C3O2)CC=C(C)C)O)CC=C(C)C)O)O)O)C
• SMILES (Isomeric): CC(=CCC1=C(C(=CC2=C1C(=O)C3=C(C(=C(C(=C3O2)CC=C(C)C)O)CC=C(C)C)O)O)O)C
• InChI: InChI=1S/C28H32O6/c1-14(2)7-10-17-22-21(13-20(29)25(17)31)34-28-19(12-9-16(5)6)24(30)18(11-8-15(3)4)26(32)23(28)27(22)33/h7-9,13,29-32H,10-12H2,1-6H3
• InChI Key: IHYWGCXYIMQWQF-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂O₆
• Molecular Weight: 464.50 g/mol
• Exact Mass: 464.21988874 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: 7.90
• Atomic LogP (AlogP): 6.29
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9499	94.99%
Caco-2	-	0.7197	71.97%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5914	59.14%
OATP2B1 inhibitior	+	0.5805	58.05%
OATP1B1 inhibitior	+	0.8940	89.40%
OATP1B3 inhibitior	+	0.9759	97.59%
MATE1 inhibitior	-	0.7000	70.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.6292	62.92%
P-glycoprotein inhibitior	+	0.5826	58.26%
P-glycoprotein substrate	-	0.8308	83.08%
CYP3A4 substrate	-	0.5263	52.63%
CYP2C9 substrate	-	0.6039	60.39%
CYP2D6 substrate	-	0.8389	83.89%
CYP3A4 inhibition	-	0.8436	84.36%
CYP2C9 inhibition	+	0.7318	73.18%
CYP2C19 inhibition	+	0.7151	71.51%
CYP2D6 inhibition	-	0.5596	55.96%
CYP1A2 inhibition	+	0.8088	80.88%
CYP2C8 inhibition	-	0.7498	74.98%
CYP inhibitory promiscuity	+	0.7169	71.69%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7394	73.94%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.6182	61.82%
Skin irritation	-	0.7157	71.57%
Skin corrosion	-	0.9211	92.11%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6481	64.81%
Micronuclear	-	0.5200	52.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.7277	72.77%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6908	69.08%
Acute Oral Toxicity (c)	III	0.5343	53.43%
Estrogen receptor binding	+	0.8829	88.29%
Androgen receptor binding	+	0.7677	76.77%
Thyroid receptor binding	-	0.4870	48.70%
Glucocorticoid receptor binding	+	0.8047	80.47%
Aromatase binding	+	0.6447	64.47%
PPAR gamma	+	0.8922	89.22%
Honey bee toxicity	-	0.8887	88.87%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9958	99.58%

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	99.49%	91.11%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	96.54%	89.34%
CHEMBL3401	O75469	Pregnane X receptor	94.88%	94.73%
CHEMBL2581	P07339	Cathepsin D	94.01%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.30%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.65%	89.00%
CHEMBL3038469	P24941	CDK2/Cyclin A	87.12%	91.38%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.15%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.77%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.67%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.53%	96.95%
CHEMBL3194	P02766	Transthyretin	82.47%	90.71%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	81.07%	98.11%

Plants that contains it

• Garcinia costata

Cross-Links

• PubChem: 49851149
• LOTUS: LTS0098074
• wikiData: Q105113322