1,3,8-trihydroxy-4-(3-hydroxy-3-methylbutanoyl)-2-(3-methylbut-2-enyl)xanthen-9-one

Details

• Internal ID: b8fd996f-3b4e-43f1-b72b-1250af17f873
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > 4-prenylated xanthones
• IUPAC Name: 1,3,8-trihydroxy-4-(3-hydroxy-3-methylbutanoyl)-2-(3-methylbut-2-enyl)xanthen-9-one
• SMILES (Canonical): CC(=CCC1=C(C2=C(C(=C1O)C(=O)CC(C)(C)O)OC3=CC=CC(=C3C2=O)O)O)C
• SMILES (Isomeric): CC(=CCC1=C(C2=C(C(=C1O)C(=O)CC(C)(C)O)OC3=CC=CC(=C3C2=O)O)O)C
• InChI: InChI=1S/C23H24O7/c1-11(2)8-9-12-19(26)17(14(25)10-23(3,4)29)22-18(20(12)27)21(28)16-13(24)6-5-7-15(16)30-22/h5-8,24,26-27,29H,9-10H2,1-4H3
• InChI Key: DEKFVIIXNSUUIC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₄O₇
• Molecular Weight: 412.40 g/mol
• Exact Mass: 412.15220310 g/mol
• Topological Polar Surface Area (TPSA): 124.00 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 3.92
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9841	98.41%
Caco-2	-	0.6272	62.72%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5825	58.25%
OATP2B1 inhibitior	-	0.5581	55.81%
OATP1B1 inhibitior	+	0.8109	81.09%
OATP1B3 inhibitior	+	0.9574	95.74%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.5826	58.26%
P-glycoprotein inhibitior	-	0.5496	54.96%
P-glycoprotein substrate	-	0.6277	62.77%
CYP3A4 substrate	+	0.5941	59.41%
CYP2C9 substrate	+	0.6101	61.01%
CYP2D6 substrate	-	0.8482	84.82%
CYP3A4 inhibition	-	0.5969	59.69%
CYP2C9 inhibition	+	0.5864	58.64%
CYP2C19 inhibition	+	0.5432	54.32%
CYP2D6 inhibition	-	0.7804	78.04%
CYP1A2 inhibition	+	0.6499	64.99%
CYP2C8 inhibition	-	0.5692	56.92%
CYP inhibitory promiscuity	+	0.5567	55.67%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6547	65.47%
Eye corrosion	-	0.9919	99.19%
Eye irritation	+	0.6327	63.27%
Skin irritation	-	0.7212	72.12%
Skin corrosion	-	0.9079	90.79%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4812	48.12%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.7173	71.73%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9778	97.78%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.4775	47.75%
Acute Oral Toxicity (c)	III	0.4055	40.55%
Estrogen receptor binding	+	0.8365	83.65%
Androgen receptor binding	+	0.6117	61.17%
Thyroid receptor binding	-	0.4872	48.72%
Glucocorticoid receptor binding	+	0.8175	81.75%
Aromatase binding	+	0.6232	62.32%
PPAR gamma	+	0.9201	92.01%
Honey bee toxicity	-	0.9048	90.48%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9928	99.28%

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	98.45%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.75%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	96.61%	94.73%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	94.16%	89.34%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.45%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.88%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.20%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.22%	99.23%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.04%	96.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.73%	94.45%

Plants that contains it

• Aster bellidiastrum
• Caragana halodendron
• Davallia divaricata
• Dolomiaea souliei
• Eucalyptus camaldulensis
• Garcinia mangostana
• Ligularia vellerea
• Lonicera hypoleuca
• Nicotiana sylvestris
• Serpocaulon triseriale

Cross-Links

• PubChem: 102234394
• NPASS: NPC40864