8,16-Dihydroxy-4,15-dimethoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.02,7.013,17]heptadec-4-ene-3,11-dione

Details

• Internal ID: a04f619f-4eb8-49b3-9d57-737e8d5dd0ce
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
• IUPAC Name: 8,16-dihydroxy-4,15-dimethoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.02,7.013,17]heptadec-4-ene-3,11-dione
• InChI: InChI=1S/C22H32O7/c1-9-7-12(27-5)19(26)22(4)14(9)15(24)20-21(3)11(8-13(23)29-20)10(2)17(28-6)16(25)18(21)22/h7,9-11,14-18,20,24-25H,8H2,1-6H3
• InChI Key: VNEGYUPJHGUJPY-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₂O₇
• Molecular Weight: 408.50 g/mol
• Exact Mass: 408.21480336 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.31
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9626	96.26%
Caco-2	-	0.6276	62.76%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6974	69.74%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8281	82.81%
OATP1B3 inhibitior	+	0.9456	94.56%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8641	86.41%
P-glycoprotein inhibitior	-	0.5705	57.05%
P-glycoprotein substrate	-	0.6800	68.00%
CYP3A4 substrate	+	0.6424	64.24%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8860	88.60%
CYP3A4 inhibition	-	0.8561	85.61%
CYP2C9 inhibition	-	0.9742	97.42%
CYP2C19 inhibition	-	0.9425	94.25%
CYP2D6 inhibition	-	0.9145	91.45%
CYP1A2 inhibition	-	0.8857	88.57%
CYP2C8 inhibition	-	0.5888	58.88%
CYP inhibitory promiscuity	-	0.9050	90.50%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5016	50.16%
Eye corrosion	-	0.9841	98.41%
Eye irritation	-	0.9109	91.09%
Skin irritation	-	0.6256	62.56%
Skin corrosion	-	0.9394	93.94%
Ames mutagenesis	-	0.5354	53.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5835	58.35%
Micronuclear	+	0.5459	54.59%
Hepatotoxicity	+	0.6196	61.96%
skin sensitisation	-	0.7979	79.79%
Respiratory toxicity	+	0.8000	80.00%
Reproductive toxicity	+	0.7444	74.44%
Mitochondrial toxicity	+	0.6125	61.25%
Nephrotoxicity	+	0.7885	78.85%
Acute Oral Toxicity (c)	III	0.5929	59.29%
Estrogen receptor binding	+	0.6732	67.32%
Androgen receptor binding	+	0.5736	57.36%
Thyroid receptor binding	+	0.5453	54.53%
Glucocorticoid receptor binding	-	0.5259	52.59%
Aromatase binding	+	0.5558	55.58%
PPAR gamma	+	0.6666	66.66%
Honey bee toxicity	-	0.8124	81.24%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.8207	82.07%

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	95.19%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.44%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.00%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.90%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.40%	85.14%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.16%	92.94%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.98%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.45%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.16%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.08%	97.25%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.34%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.26%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.75%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.11%	97.14%

Plants that contains it

• Picrasma javanica

Cross-Links

• PubChem: 163027121
• LOTUS: LTS0264541
• wikiData: Q105289546