8-[(2E)-3,7-dimethylocta-2,6-dienyl]-2,3,7,9-tetrahydroxy-4-(3-methylbut-2-enyl)benzo[b][1,4]benzodioxepin-6-one

Details

• Internal ID: a51cdc03-8636-4656-af6e-59ad35c320e0
• Taxonomy: Phenylpropanoids and polyketides > Depsides and depsidones
• IUPAC Name: 8-[(2E)-3,7-dimethylocta-2,6-dienyl]-2,3,7,9-tetrahydroxy-4-(3-methylbut-2-enyl)benzo[b][1,4]benzodioxepin-6-one
• InChI: InChI=1S/C28H32O7/c1-15(2)7-6-8-17(5)10-12-18-20(29)13-22-24(26(18)32)28(33)35-27-19(11-9-16(3)4)25(31)21(30)14-23(27)34-22/h7,9-10,13-14,29-32H,6,8,11-12H2,1-5H3/b17-10+
• InChI Key: LPILTZUCZVFKIO-LICLKQGHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₂O₇
• Molecular Weight: 480.50 g/mol
• Exact Mass: 480.21480336 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 7.80
• Atomic LogP (AlogP): 6.58
• 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	+	0.9205	92.05%
Caco-2	-	0.6498	64.98%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6521	65.21%
OATP2B1 inhibitior	-	0.7136	71.36%
OATP1B1 inhibitior	+	0.7957	79.57%
OATP1B3 inhibitior	+	0.8075	80.75%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.8951	89.51%
P-glycoprotein inhibitior	+	0.7105	71.05%
P-glycoprotein substrate	-	0.8723	87.23%
CYP3A4 substrate	+	0.5467	54.67%
CYP2C9 substrate	-	0.5609	56.09%
CYP2D6 substrate	-	0.8539	85.39%
CYP3A4 inhibition	-	0.7382	73.82%
CYP2C9 inhibition	+	0.5275	52.75%
CYP2C19 inhibition	+	0.6172	61.72%
CYP2D6 inhibition	-	0.8038	80.38%
CYP1A2 inhibition	+	0.6074	60.74%
CYP2C8 inhibition	+	0.4848	48.48%
CYP inhibitory promiscuity	-	0.6907	69.07%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6861	68.61%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.6846	68.46%
Skin irritation	-	0.7099	70.99%
Skin corrosion	-	0.9261	92.61%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6488	64.88%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.7561	75.61%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.6003	60.03%
Acute Oral Toxicity (c)	III	0.4085	40.85%
Estrogen receptor binding	+	0.9134	91.34%
Androgen receptor binding	+	0.6889	68.89%
Thyroid receptor binding	+	0.6103	61.03%
Glucocorticoid receptor binding	+	0.8773	87.73%
Aromatase binding	+	0.7023	70.23%
PPAR gamma	+	0.7968	79.68%
Honey bee toxicity	-	0.8920	89.20%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
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	99.70%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	97.14%	94.73%
CHEMBL2581	P07339	Cathepsin D	97.10%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.28%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.71%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.31%	86.33%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.61%	99.17%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	83.79%	96.37%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.15%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.73%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	82.22%	91.49%

Plants that contains it

• Garcinia parvifolia

Cross-Links

• PubChem: 10814582
• LOTUS: LTS0222188
• wikiData: Q105155197