[(3S,4R,5R)-5-hydroxy-3-[(E)-2-methylbut-2-enoyl]oxy-6-oxo-4-propan-2-ylcyclohexen-1-yl]methyl (E)-2-methylbut-2-enoate

Details

• Internal ID: db04a72b-ce81-4607-a5e6-f0e6773ad989
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: [(3S,4R,5R)-5-hydroxy-3-[(E)-2-methylbut-2-enoyl]oxy-6-oxo-4-propan-2-ylcyclohexen-1-yl]methyl (E)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OCC1=CC(C(C(C1=O)O)C(C)C)OC(=O)C(=CC)C
• SMILES (Isomeric): C/C=C(\C)/C(=O)OCC1=C[C@@H]([C@@H]([C@H](C1=O)O)C(C)C)OC(=O)/C(=C/C)/C
• InChI: InChI=1S/C20H28O6/c1-7-12(5)19(23)25-10-14-9-15(26-20(24)13(6)8-2)16(11(3)4)18(22)17(14)21/h7-9,11,15-16,18,22H,10H2,1-6H3/b12-7+,13-8+/t15-,16-,18+/m0/s1
• InChI Key: AEZJXKJRWXBLCL-HNEUHQJOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₆
• Molecular Weight: 364.40 g/mol
• Exact Mass: 364.18858861 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.52
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9447	94.47%
Caco-2	+	0.5372	53.72%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8994	89.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8769	87.69%
OATP1B3 inhibitior	+	0.9407	94.07%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8583	85.83%
P-glycoprotein inhibitior	-	0.4523	45.23%
P-glycoprotein substrate	-	0.8336	83.36%
CYP3A4 substrate	+	0.5277	52.77%
CYP2C9 substrate	-	0.5799	57.99%
CYP2D6 substrate	-	0.9068	90.68%
CYP3A4 inhibition	-	0.8952	89.52%
CYP2C9 inhibition	-	0.6038	60.38%
CYP2C19 inhibition	-	0.7400	74.00%
CYP2D6 inhibition	-	0.8019	80.19%
CYP1A2 inhibition	-	0.7964	79.64%
CYP2C8 inhibition	-	0.8992	89.92%
CYP inhibitory promiscuity	-	0.7836	78.36%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7393	73.93%
Carcinogenicity (trinary)	Non-required	0.6632	66.32%
Eye corrosion	-	0.9709	97.09%
Eye irritation	-	0.9384	93.84%
Skin irritation	-	0.7169	71.69%
Skin corrosion	-	0.9735	97.35%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6449	64.49%
Micronuclear	-	0.5826	58.26%
Hepatotoxicity	+	0.6107	61.07%
skin sensitisation	+	0.4792	47.92%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	+	0.5947	59.47%
Acute Oral Toxicity (c)	III	0.6844	68.44%
Estrogen receptor binding	+	0.5716	57.16%
Androgen receptor binding	-	0.6770	67.70%
Thyroid receptor binding	-	0.6120	61.20%
Glucocorticoid receptor binding	-	0.4767	47.67%
Aromatase binding	-	0.6686	66.86%
PPAR gamma	-	0.5854	58.54%
Honey bee toxicity	-	0.8035	80.35%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9625	96.25%

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	96.76%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.43%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.18%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.59%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.54%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.68%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	82.61%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.25%	89.00%

Plants that contains it

• Sphaeranthus suaveolens

Cross-Links

• PubChem: 14589110
• LOTUS: LTS0235686
• wikiData: Q104910810