4-(3,7-Dimethylocta-2,6-dienyl)-1,7-dihydroxy-3-methoxy-2-(3-methylbut-2-enyl)xanthen-9-one

Details

• Internal ID: 62ddb100-157e-4887-a297-a99d4d7de159
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > Xanthones > 4-prenylated xanthones
• IUPAC Name: 4-(3,7-dimethylocta-2,6-dienyl)-1,7-dihydroxy-3-methoxy-2-(3-methylbut-2-enyl)xanthen-9-one
• InChI: InChI=1S/C29H34O5/c1-17(2)8-7-9-19(5)11-14-22-28(33-6)21(13-10-18(3)4)26(31)25-27(32)23-16-20(30)12-15-24(23)34-29(22)25/h8,10-12,15-16,30-31H,7,9,13-14H2,1-6H3
• InChI Key: JPADBONROBGKKV-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₉H₃₄O₅
• Molecular Weight: 462.60 g/mol
• Exact Mass: 462.24062418 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 8.50
• Atomic LogP (AlogP): 7.11
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9898	98.98%
Caco-2	-	0.6362	63.62%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8024	80.24%
OATP2B1 inhibitior	-	0.5722	57.22%
OATP1B1 inhibitior	+	0.7944	79.44%
OATP1B3 inhibitior	+	0.9014	90.14%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9297	92.97%
P-glycoprotein inhibitior	+	0.8445	84.45%
P-glycoprotein substrate	-	0.5928	59.28%
CYP3A4 substrate	+	0.6149	61.49%
CYP2C9 substrate	-	0.5929	59.29%
CYP2D6 substrate	-	0.8145	81.45%
CYP3A4 inhibition	-	0.5372	53.72%
CYP2C9 inhibition	+	0.5351	53.51%
CYP2C19 inhibition	+	0.7142	71.42%
CYP2D6 inhibition	-	0.6681	66.81%
CYP1A2 inhibition	+	0.9071	90.71%
CYP2C8 inhibition	+	0.5786	57.86%
CYP inhibitory promiscuity	+	0.6798	67.98%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7751	77.51%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.7475	74.75%
Skin irritation	-	0.8056	80.56%
Skin corrosion	-	0.9507	95.07%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7877	78.77%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.7911	79.11%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.9126	91.26%
Acute Oral Toxicity (c)	III	0.4778	47.78%
Estrogen receptor binding	+	0.8420	84.20%
Androgen receptor binding	+	0.8187	81.87%
Thyroid receptor binding	+	0.5473	54.73%
Glucocorticoid receptor binding	+	0.8351	83.51%
Aromatase binding	+	0.6641	66.41%
PPAR gamma	+	0.8352	83.52%
Honey bee toxicity	-	0.7657	76.57%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	99.58%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.86%	94.45%
CHEMBL2581	P07339	Cathepsin D	96.42%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	94.35%	94.73%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	93.32%	92.08%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.36%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.16%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.26%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.97%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.78%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.43%	86.33%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	85.20%	93.10%
CHEMBL2535	P11166	Glucose transporter	85.08%	98.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.96%	85.14%

Plants that contains it

• Cratoxylum formosum

Cross-Links

• PubChem: 75104461
• LOTUS: LTS0029619
• wikiData: Q105132611