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

Details

• Internal ID: 37e946bb-8b95-4a4b-8843-e36f278ea6c5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: [(1R,5S,6S)-3-(hydroxymethyl)-5-[(Z)-2-methylbut-2-enoyl]oxy-2-oxo-6-propan-2-ylcyclohex-3-en-1-yl] (E)-4-hydroxy-2-methylbut-2-enoate
• InChI: InChI=1S/C20H28O7/c1-6-12(4)19(24)26-15-9-14(10-22)17(23)18(16(15)11(2)3)27-20(25)13(5)7-8-21/h6-7,9,11,15-16,18,21-22H,8,10H2,1-5H3/b12-6-,13-7+/t15-,16-,18+/m0/s1
• InChI Key: CARMWCSYOJNGRD-FFPTXMBDSA-N
• Popularity: 4 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₇
• Molecular Weight: 380.40 g/mol
• Exact Mass: 380.18350323 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.49
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 7

Synonyms

• ACon1_000439
• NCGC00169078-01
• NCGC00169078-03
• BRD-K57419672-001-01-4
• [(1R,5S,6S)-3-(hydroxymethyl)-5-[(Z)-2-methylbut-2-enoyl]oxy-2-oxo-6-propan-2-ylcyclohex-3-en-1-yl] (E)-4-hydroxy-2-methylbut-2-enoate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9598	95.98%
Caco-2	+	0.7127	71.27%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8817	88.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8871	88.71%
OATP1B3 inhibitior	+	0.9222	92.22%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.6299	62.99%
P-glycoprotein inhibitior	-	0.4484	44.84%
P-glycoprotein substrate	-	0.7684	76.84%
CYP3A4 substrate	+	0.5234	52.34%
CYP2C9 substrate	-	0.7765	77.65%
CYP2D6 substrate	-	0.9157	91.57%
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	-	0.9077	90.77%
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	-	0.9077	90.77%
Skin irritation	-	0.7223	72.23%
Skin corrosion	-	0.9601	96.01%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6482	64.82%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.5519	55.19%
skin sensitisation	-	0.5604	56.04%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.6794	67.94%
Acute Oral Toxicity (c)	III	0.5750	57.50%
Estrogen receptor binding	+	0.5308	53.08%
Androgen receptor binding	-	0.6058	60.58%
Thyroid receptor binding	-	0.5747	57.47%
Glucocorticoid receptor binding	+	0.5459	54.59%
Aromatase binding	-	0.6823	68.23%
PPAR gamma	+	0.6198	61.98%
Honey bee toxicity	-	0.8419	84.19%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.8000	80.00%
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	96.15%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.63%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.75%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.80%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.51%	95.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.98%	89.34%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.43%	99.17%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.02%	86.92%
CHEMBL340	P08684	Cytochrome P450 3A4	80.45%	91.19%

Plants that contains it

• Sphaeranthus confertifolius

Cross-Links

• PubChem: 15699875
• LOTUS: LTS0042136
• wikiData: Q104951826