Diacetylgliocladic acid

Details

• Internal ID: 39c3d802-fc29-4d6c-9a8a-ebdfdc3feb88
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: (E)-2-(acetyloxymethyl)-3-[(1R,6R)-3-(acetyloxymethyl)-6-propan-2-ylcyclohex-2-en-1-yl]prop-2-enoic acid
• SMILES (Canonical): CC(C)C1CCC(=CC1C=C(COC(=O)C)C(=O)O)COC(=O)C
• SMILES (Isomeric): CC(C)[C@H]1CCC(=C[C@@H]1/C=C(\COC(=O)C)/C(=O)O)COC(=O)C
• InChI: InChI=1S/C18H26O6/c1-11(2)17-6-5-14(9-23-12(3)19)7-15(17)8-16(18(21)22)10-24-13(4)20/h7-8,11,15,17H,5-6,9-10H2,1-4H3,(H,21,22)/b16-8+/t15-,17-/m1/s1
• InChI Key: NJNIOSBNPSHVDM-KBAVJDLBSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₆O₆
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.17293854 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.73
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9731	97.31%
Caco-2	+	0.6745	67.45%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8794	87.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8981	89.81%
OATP1B3 inhibitior	+	0.9090	90.90%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.6786	67.86%
P-glycoprotein inhibitior	-	0.7036	70.36%
P-glycoprotein substrate	-	0.8221	82.21%
CYP3A4 substrate	+	0.5250	52.50%
CYP2C9 substrate	+	0.6243	62.43%
CYP2D6 substrate	-	0.9188	91.88%
CYP3A4 inhibition	-	0.8648	86.48%
CYP2C9 inhibition	-	0.7370	73.70%
CYP2C19 inhibition	-	0.8117	81.17%
CYP2D6 inhibition	-	0.8570	85.70%
CYP1A2 inhibition	-	0.8417	84.17%
CYP2C8 inhibition	-	0.8580	85.80%
CYP inhibitory promiscuity	-	0.8548	85.48%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7350	73.50%
Carcinogenicity (trinary)	Non-required	0.6029	60.29%
Eye corrosion	-	0.9458	94.58%
Eye irritation	-	0.8658	86.58%
Skin irritation	-	0.6232	62.32%
Skin corrosion	-	0.9686	96.86%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5663	56.63%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.5020	50.20%
skin sensitisation	+	0.5000	50.00%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	-	0.5145	51.45%
Mitochondrial toxicity	-	0.8250	82.50%
Nephrotoxicity	-	0.7187	71.87%
Acute Oral Toxicity (c)	III	0.8208	82.08%
Estrogen receptor binding	+	0.5455	54.55%
Androgen receptor binding	-	0.5108	51.08%
Thyroid receptor binding	-	0.5180	51.80%
Glucocorticoid receptor binding	+	0.7399	73.99%
Aromatase binding	-	0.6360	63.60%
PPAR gamma	-	0.5253	52.53%
Honey bee toxicity	-	0.8897	88.97%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6755	67.55%
Fish aquatic toxicity	+	0.9948	99.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.63%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.08%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.10%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.72%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.28%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.25%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	88.13%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.75%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.11%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.52%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	81.47%	91.19%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 146682774
• LOTUS: LTS0161564
• wikiData: Q105180228