6,12-Dihydroxy-4-(methoxymethyl)-8,12-dimethyl-2,14-dioxatricyclo[6.5.1.01,5]tetradec-4-ene-3,9-dione

Details

• Internal ID: a296e530-c551-47de-a011-d6568c370da9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 6,12-dihydroxy-4-(methoxymethyl)-8,12-dimethyl-2,14-dioxatricyclo[6.5.1.01,5]tetradec-4-ene-3,9-dione
• SMILES (Canonical): CC1(CCC(=O)C2(CC(C3=C(C(=O)OC3(C1)O2)COC)O)C)O
• SMILES (Isomeric): CC1(CCC(=O)C2(CC(C3=C(C(=O)OC3(C1)O2)COC)O)C)O
• InChI: InChI=1S/C16H22O7/c1-14(20)5-4-11(18)15(2)6-10(17)12-9(7-21-3)13(19)22-16(12,8-14)23-15/h10,17,20H,4-8H2,1-3H3
• InChI Key: NUZJLAKIDYZHSP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₇
• Molecular Weight: 326.34 g/mol
• Exact Mass: 326.13655304 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): 0.23
• 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	+	0.9713	97.13%
Caco-2	+	0.7323	73.23%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8409	84.09%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	+	0.9154	91.54%
OATP1B3 inhibitior	+	0.9667	96.67%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6886	68.86%
BSEP inhibitior	-	0.7675	76.75%
P-glycoprotein inhibitior	-	0.7966	79.66%
P-glycoprotein substrate	-	0.7882	78.82%
CYP3A4 substrate	+	0.6686	66.86%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8790	87.90%
CYP3A4 inhibition	-	0.6991	69.91%
CYP2C9 inhibition	-	0.8778	87.78%
CYP2C19 inhibition	-	0.9428	94.28%
CYP2D6 inhibition	-	0.9546	95.46%
CYP1A2 inhibition	-	0.8753	87.53%
CYP2C8 inhibition	-	0.6348	63.48%
CYP inhibitory promiscuity	-	0.9665	96.65%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Danger	0.4452	44.52%
Eye corrosion	-	0.9884	98.84%
Eye irritation	-	0.8116	81.16%
Skin irritation	+	0.5077	50.77%
Skin corrosion	-	0.9386	93.86%
Ames mutagenesis	-	0.5454	54.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6234	62.34%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.5692	56.92%
skin sensitisation	-	0.9062	90.62%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.6927	69.27%
Acute Oral Toxicity (c)	I	0.5291	52.91%
Estrogen receptor binding	+	0.5413	54.13%
Androgen receptor binding	+	0.6265	62.65%
Thyroid receptor binding	+	0.5835	58.35%
Glucocorticoid receptor binding	+	0.6284	62.84%
Aromatase binding	-	0.7014	70.14%
PPAR gamma	-	0.5283	52.83%
Honey bee toxicity	-	0.7789	77.89%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6200	62.00%
Fish aquatic toxicity	+	0.9193	91.93%

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	97.28%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.40%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.10%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.22%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.09%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.91%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.25%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.00%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.73%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.44%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.65%	94.00%
CHEMBL1937	Q92769	Histone deacetylase 2	80.01%	94.75%

Plants that contains it

• Pseudelephantopus spicatus

Cross-Links

• PubChem: 74218634
• LOTUS: LTS0265856
• wikiData: Q105186113