3,6,8-trihydroxy-1-[(2S)-2-hydroxy-7-methyl-3-methylideneoct-6-enyl]-2-methoxyxanthen-9-one

Details

• Internal ID: 89df5c69-5f35-4764-b7aa-7ecb72e2b63c
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > 8-prenylated xanthones
• IUPAC Name: 3,6,8-trihydroxy-1-[(2S)-2-hydroxy-7-methyl-3-methylideneoct-6-enyl]-2-methoxyxanthen-9-one
• InChI: InChI=1S/C24H26O7/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/h6,8-9,11,16,25-28H,3,5,7,10H2,1-2,4H3/t16-/m0/s1
• InChI Key: OHYCEMYXJPUHRB-INIZCTEOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₂₆O₇
• Molecular Weight: 426.50 g/mol
• Exact Mass: 426.16785316 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 4.28
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9567	95.67%
Caco-2	-	0.6598	65.98%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6551	65.51%
OATP2B1 inhibitior	-	0.7071	70.71%
OATP1B1 inhibitior	+	0.8580	85.80%
OATP1B3 inhibitior	+	0.9179	91.79%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.7554	75.54%
P-glycoprotein inhibitior	+	0.6431	64.31%
P-glycoprotein substrate	-	0.6665	66.65%
CYP3A4 substrate	+	0.6132	61.32%
CYP2C9 substrate	-	0.5948	59.48%
CYP2D6 substrate	-	0.7986	79.86%
CYP3A4 inhibition	-	0.5321	53.21%
CYP2C9 inhibition	-	0.6046	60.46%
CYP2C19 inhibition	+	0.6988	69.88%
CYP2D6 inhibition	-	0.5822	58.22%
CYP1A2 inhibition	+	0.7738	77.38%
CYP2C8 inhibition	+	0.6584	65.84%
CYP inhibitory promiscuity	-	0.5669	56.69%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.7860	78.60%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.7395	73.95%
Skin irritation	-	0.7457	74.57%
Skin corrosion	-	0.9368	93.68%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6508	65.08%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5199	51.99%
skin sensitisation	-	0.8007	80.07%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.6910	69.10%
Acute Oral Toxicity (c)	III	0.4581	45.81%
Estrogen receptor binding	+	0.8516	85.16%
Androgen receptor binding	+	0.6243	62.43%
Thyroid receptor binding	+	0.6392	63.92%
Glucocorticoid receptor binding	+	0.8602	86.02%
Aromatase binding	+	0.6508	65.08%
PPAR gamma	+	0.7885	78.85%
Honey bee toxicity	-	0.7281	72.81%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9912	99.12%

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	99.36%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.00%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.46%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	93.71%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	91.82%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.19%	89.00%
CHEMBL1929	P47989	Xanthine dehydrogenase	88.52%	96.12%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.71%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.88%	95.56%
CHEMBL4208	P20618	Proteasome component C5	84.44%	90.00%
CHEMBL3194	P02766	Transthyretin	82.39%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.65%	94.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.03%	93.99%

Plants that contains it

• Garcinia parvifolia

Cross-Links

• PubChem: 162989745
• LOTUS: LTS0067707
• wikiData: Q105192371