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

Details

• Internal ID: 6cf6c398-7d7f-4d32-8368-3d735c2f256c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: [(1S,5R,6R)-5-acetyloxy-3-(hydroxymethyl)-2-oxo-6-propan-2-ylcyclohex-3-en-1-yl] (E)-4-hydroxy-2-methylbut-2-enoate
• InChI: InChI=1S/C17H24O7/c1-9(2)14-13(23-11(4)20)7-12(8-19)15(21)16(14)24-17(22)10(3)5-6-18/h5,7,9,13-14,16,18-19H,6,8H2,1-4H3/b10-5+/t13-,14-,16+/m1/s1
• InChI Key: MODPASDBHNWLHX-WQMKRTMASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₇
• Molecular Weight: 340.40 g/mol
• Exact Mass: 340.15220310 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 0.54
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9598	95.98%
Caco-2	+	0.6855	68.55%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8817	88.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8953	89.53%
OATP1B3 inhibitior	+	0.9222	92.22%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.7131	71.31%
P-glycoprotein inhibitior	-	0.6490	64.90%
P-glycoprotein substrate	-	0.8022	80.22%
CYP3A4 substrate	+	0.5231	52.31%
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	-	0.9134	91.34%
CYP inhibitory promiscuity	-	0.8957	89.57%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.6861	68.61%
Carcinogenicity (trinary)	Non-required	0.7116	71.16%
Eye corrosion	-	0.9740	97.40%
Eye irritation	-	0.8469	84.69%
Skin irritation	-	0.7223	72.23%
Skin corrosion	-	0.9601	96.01%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4871	48.71%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.5144	51.44%
skin sensitisation	-	0.5604	56.04%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.6938	69.38%
Acute Oral Toxicity (c)	III	0.5750	57.50%
Estrogen receptor binding	-	0.6134	61.34%
Androgen receptor binding	-	0.6855	68.55%
Thyroid receptor binding	-	0.6860	68.60%
Glucocorticoid receptor binding	-	0.6137	61.37%
Aromatase binding	-	0.6424	64.24%
PPAR gamma	-	0.5592	55.92%
Honey bee toxicity	-	0.8535	85.35%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7900	79.00%
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	96.63%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.72%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.78%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.78%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.51%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.27%	99.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.99%	97.25%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.70%	89.34%
CHEMBL340	P08684	Cytochrome P450 3A4	80.90%	91.19%

Plants that contains it

• Sphaeranthus ukambensis

Cross-Links

• PubChem: 163194070
• LOTUS: LTS0194076
• wikiData: Q105168807