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

Details

• Internal ID: c27f6b2f-ef12-4f79-8bb0-57f0337d9e26
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: [(1R,5S,6R)-3-(hydroxymethyl)-5-(2-methylbut-2-enoyloxy)-4-oxo-6-propan-2-ylcyclohex-2-en-1-yl] 2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C=C(C(=O)C(C1C(C)C)OC(=O)C(=CC)C)CO
• SMILES (Isomeric): CC=C(C)C(=O)O[C@@H]1C=C(C(=O)[C@H]([C@@H]1C(C)C)OC(=O)C(=CC)C)CO
• InChI: InChI=1S/C20H28O6/c1-7-12(5)19(23)25-15-9-14(10-21)17(22)18(16(15)11(3)4)26-20(24)13(6)8-2/h7-9,11,15-16,18,21H,10H2,1-6H3/t15-,16-,18+/m1/s1
• InChI Key: RSAFYLIOGXTBSD-NUJGCVRESA-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: 3.70
• 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	+	0.9735	97.35%
Caco-2	+	0.7478	74.78%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8889	88.89%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8974	89.74%
OATP1B3 inhibitior	+	0.9381	93.81%
MATE1 inhibitior	-	0.7600	76.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.5681	56.81%
P-glycoprotein inhibitior	+	0.6086	60.86%
P-glycoprotein substrate	-	0.8254	82.54%
CYP3A4 substrate	-	0.5115	51.15%
CYP2C9 substrate	-	0.7765	77.65%
CYP2D6 substrate	-	0.9157	91.57%
CYP3A4 inhibition	-	0.8743	87.43%
CYP2C9 inhibition	-	0.7272	72.72%
CYP2C19 inhibition	-	0.8059	80.59%
CYP2D6 inhibition	-	0.8322	83.22%
CYP1A2 inhibition	-	0.8316	83.16%
CYP2C8 inhibition	-	0.9458	94.58%
CYP inhibitory promiscuity	-	0.8763	87.63%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.6904	69.04%
Carcinogenicity (trinary)	Non-required	0.7093	70.93%
Eye corrosion	-	0.9610	96.10%
Eye irritation	-	0.8736	87.36%
Skin irritation	-	0.6938	69.38%
Skin corrosion	-	0.9699	96.99%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7247	72.47%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.6394	63.94%
skin sensitisation	+	0.4879	48.79%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.5972	59.72%
Acute Oral Toxicity (c)	III	0.5778	57.78%
Estrogen receptor binding	-	0.5358	53.58%
Androgen receptor binding	-	0.6592	65.92%
Thyroid receptor binding	-	0.5744	57.44%
Glucocorticoid receptor binding	-	0.5214	52.14%
Aromatase binding	-	0.8101	81.01%
PPAR gamma	-	0.5433	54.33%
Honey bee toxicity	-	0.8528	85.28%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.8000	80.00%
Fish aquatic toxicity	+	0.9210	92.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.65%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.25%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.65%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.51%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.41%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.93%	99.17%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.92%	89.34%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.09%	86.92%

Plants that contains it

• Sphaeranthus africanus

Cross-Links

• PubChem: 163017383
• LOTUS: LTS0134776
• wikiData: Q105244501