[(1R,5S,6S)-3-(hydroxymethyl)-5-(2-methylpropanoyloxy)-2-oxo-6-propan-2-ylcyclohex-3-en-1-yl] (E)-4-hydroxy-2-methylbut-2-enoate

Details

• Internal ID: 4204d5a6-5734-450a-b13e-d1d64b83634d
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: [(1R,5S,6S)-3-(hydroxymethyl)-5-(2-methylpropanoyloxy)-2-oxo-6-propan-2-ylcyclohex-3-en-1-yl] (E)-4-hydroxy-2-methylbut-2-enoate
• SMILES (Canonical): CC(C)C1C(C=C(C(=O)C1OC(=O)C(=CCO)C)CO)OC(=O)C(C)C
• SMILES (Isomeric): CC(C)[C@H]1[C@H](C=C(C(=O)[C@@H]1OC(=O)/C(=C/CO)/C)CO)OC(=O)C(C)C
• InChI: InChI=1S/C19H28O7/c1-10(2)15-14(25-18(23)11(3)4)8-13(9-21)16(22)17(15)26-19(24)12(5)6-7-20/h6,8,10-11,14-15,17,20-21H,7,9H2,1-5H3/b12-6+/t14-,15-,17+/m0/s1
• InChI Key: ZMPZMFMVZHHOFG-DCOZAKAFSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₈O₇
• Molecular Weight: 368.40 g/mol
• Exact Mass: 368.18350323 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 1.18
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9598	95.98%
Caco-2	+	0.6425	64.25%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8817	88.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9004	90.04%
OATP1B3 inhibitior	+	0.9222	92.22%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7502	75.02%
P-glycoprotein inhibitior	-	0.5318	53.18%
P-glycoprotein substrate	-	0.8060	80.60%
CYP3A4 substrate	+	0.5406	54.06%
CYP2C9 substrate	-	0.7980	79.80%
CYP2D6 substrate	-	0.9124	91.24%
CYP3A4 inhibition	-	0.9351	93.51%
CYP2C9 inhibition	-	0.7276	72.76%
CYP2C19 inhibition	-	0.7814	78.14%
CYP2D6 inhibition	-	0.7756	77.56%
CYP1A2 inhibition	-	0.8033	80.33%
CYP2C8 inhibition	-	0.8887	88.87%
CYP inhibitory promiscuity	-	0.8957	89.57%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.6861	68.61%
Carcinogenicity (trinary)	Non-required	0.7116	71.16%
Eye corrosion	-	0.9740	97.40%
Eye irritation	-	0.8982	89.82%
Skin irritation	-	0.7223	72.23%
Skin corrosion	-	0.9601	96.01%
Ames mutagenesis	-	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4755	47.55%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.5269	52.69%
skin sensitisation	-	0.5604	56.04%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.7294	72.94%
Acute Oral Toxicity (c)	III	0.5750	57.50%
Estrogen receptor binding	+	0.5985	59.85%
Androgen receptor binding	-	0.5869	58.69%
Thyroid receptor binding	-	0.6162	61.62%
Glucocorticoid receptor binding	+	0.5503	55.03%
Aromatase binding	-	0.5485	54.85%
PPAR gamma	+	0.5180	51.80%
Honey bee toxicity	-	0.8268	82.68%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	+	0.9490	94.90%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.73%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.03%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.85%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.21%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.99%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.95%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.47%	99.17%
CHEMBL3437	Q16853	Amine oxidase, copper containing	82.44%	94.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.30%	89.34%
CHEMBL340	P08684	Cytochrome P450 3A4	81.97%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	81.30%	94.73%

Plants that contains it

• Sphaeranthus confertifolius

Cross-Links

• PubChem: 15699874
• LOTUS: LTS0119483
• wikiData: Q105379640