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

Details

• Internal ID: 59ce6050-0d4d-4e02-9164-7c774e8bb960
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: [(1S,5R,6R)-5-acetyloxy-3-(acetyloxymethyl)-2-oxo-6-propan-2-ylcyclohex-3-en-1-yl] 4-hydroxy-2-methylbut-2-enoate
• InChI: InChI=1S/C19H26O8/c1-10(2)16-15(26-13(5)22)8-14(9-25-12(4)21)17(23)18(16)27-19(24)11(3)6-7-20/h6,8,10,15-16,18,20H,7,9H2,1-5H3/t15-,16-,18+/m1/s1
• InChI Key: ZLRFPYGIUUXCJQ-NUJGCVRESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₆O₈
• Molecular Weight: 382.40 g/mol
• Exact Mass: 382.16276778 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.11
• H-Bond Acceptor: 8
• 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	+	0.6000	60.00%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8742	87.42%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8838	88.38%
OATP1B3 inhibitior	+	0.9333	93.33%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.6427	64.27%
P-glycoprotein inhibitior	+	0.6293	62.93%
P-glycoprotein substrate	-	0.7866	78.66%
CYP3A4 substrate	+	0.5572	55.72%
CYP2C9 substrate	-	0.7980	79.80%
CYP2D6 substrate	-	0.9124	91.24%
CYP3A4 inhibition	-	0.9198	91.98%
CYP2C9 inhibition	-	0.7722	77.22%
CYP2C19 inhibition	-	0.7940	79.40%
CYP2D6 inhibition	-	0.7958	79.58%
CYP1A2 inhibition	-	0.8092	80.92%
CYP2C8 inhibition	-	0.8281	82.81%
CYP inhibitory promiscuity	-	0.9121	91.21%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6761	67.61%
Carcinogenicity (trinary)	Non-required	0.7133	71.33%
Eye corrosion	-	0.9662	96.62%
Eye irritation	-	0.8926	89.26%
Skin irritation	-	0.6773	67.73%
Skin corrosion	-	0.9622	96.22%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5882	58.82%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.5109	51.09%
skin sensitisation	+	0.4834	48.34%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	+	0.4803	48.03%
Acute Oral Toxicity (c)	III	0.6109	61.09%
Estrogen receptor binding	-	0.4825	48.25%
Androgen receptor binding	-	0.5849	58.49%
Thyroid receptor binding	-	0.6790	67.90%
Glucocorticoid receptor binding	-	0.4697	46.97%
Aromatase binding	-	0.6887	68.87%
PPAR gamma	+	0.5490	54.90%
Honey bee toxicity	-	0.8288	82.88%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7400	74.00%
Fish aquatic toxicity	+	0.9459	94.59%

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	95.86%	96.09%
CHEMBL2581	P07339	Cathepsin D	95.43%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.79%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.39%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.36%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.83%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.39%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	83.46%	91.19%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.63%	94.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	80.97%	94.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.59%	86.33%

Plants that contains it

• Sphaeranthus ukambensis

Cross-Links

• PubChem: 162897384
• LOTUS: LTS0087881
• wikiData: Q105379112