3,5,7-Trihydroxy-p-menth-1-en-6-one, 5-Tigloyl, 3

Details

• Internal ID: 42bbe0c4-aa42-410d-8bb2-32c351f67cf8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: [(1R,5S,6S)-5-acetyloxy-3-(hydroxymethyl)-2-oxo-6-propan-2-ylcyclohex-3-en-1-yl] (E)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C(C(C=C(C1=O)CO)OC(=O)C)C(C)C
• SMILES (Isomeric): C/C=C(\C)/C(=O)O[C@@H]1[C@H]([C@H](C=C(C1=O)CO)OC(=O)C)C(C)C
• InChI: InChI=1S/C17H24O6/c1-6-10(4)17(21)23-16-14(9(2)3)13(22-11(5)19)7-12(8-18)15(16)20/h6-7,9,13-14,16,18H,8H2,1-5H3/b10-6+/t13-,14-,16+/m0/s1
• InChI Key: NUENJLVLKHHYJS-KOPIJTNESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₆
• Molecular Weight: 324.40 g/mol
• Exact Mass: 324.15728848 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 1.57
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

• AKOS040739262
• [(1R,5S,6S)-5-acetyloxy-3-(hydroxymethyl)-2-oxo-6-propan-2-ylcyclohex-3-en-1-yl] (E)-2-methylbut-2-enoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9735	97.35%
Caco-2	+	0.7562	75.62%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8889	88.89%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8781	87.81%
OATP1B3 inhibitior	+	0.9381	93.81%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6648	66.48%
P-glycoprotein inhibitior	-	0.5979	59.79%
P-glycoprotein substrate	-	0.7983	79.83%
CYP3A4 substrate	+	0.5113	51.13%
CYP2C9 substrate	-	0.7980	79.80%
CYP2D6 substrate	-	0.9124	91.24%
CYP3A4 inhibition	-	0.8743	87.43%
CYP2C9 inhibition	-	0.7272	72.72%
CYP2C19 inhibition	-	0.8059	80.59%
CYP2D6 inhibition	-	0.8322	83.22%
CYP1A2 inhibition	-	0.8316	83.16%
CYP2C8 inhibition	-	0.9302	93.02%
CYP inhibitory promiscuity	-	0.8763	87.63%
UGT catelyzed	+	0.6362	63.62%
Carcinogenicity (binary)	-	0.6904	69.04%
Carcinogenicity (trinary)	Non-required	0.7093	70.93%
Eye corrosion	-	0.9610	96.10%
Eye irritation	-	0.8457	84.57%
Skin irritation	-	0.6938	69.38%
Skin corrosion	-	0.9699	96.99%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4687	46.87%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.6394	63.94%
skin sensitisation	+	0.4879	48.79%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.5713	57.13%
Acute Oral Toxicity (c)	III	0.5778	57.78%
Estrogen receptor binding	-	0.6432	64.32%
Androgen receptor binding	-	0.7114	71.14%
Thyroid receptor binding	-	0.6363	63.63%
Glucocorticoid receptor binding	-	0.6105	61.05%
Aromatase binding	-	0.7659	76.59%
PPAR gamma	-	0.6599	65.99%
Honey bee toxicity	-	0.8367	83.67%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	+	0.9210	92.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.05%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.46%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.71%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.20%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.51%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.93%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.91%	97.25%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.06%	89.34%

Plants that contains it

• Sphaeranthus confertifolius

Cross-Links

• PubChem: 15699870
• LOTUS: LTS0016114
• wikiData: Q105185838