[(1S,4S,5R)-4-acetyloxy-6-methylidene-5-prop-1-en-2-ylcyclohex-2-en-1-yl] (E)-2-methylbut-2-enoate

Details

• Internal ID: 8c18ac46-a874-464c-9335-c5882f8c9bd4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Monocyclic monoterpenoids
• IUPAC Name: [(1S,4S,5R)-4-acetyloxy-6-methylidene-5-prop-1-en-2-ylcyclohex-2-en-1-yl] (E)-2-methylbut-2-enoate
• SMILES (Canonical): CC=C(C)C(=O)OC1C=CC(C(C1=C)C(=C)C)OC(=O)C
• SMILES (Isomeric): C/C=C(\C)/C(=O)O[C@H]1C=C[C@@H]([C@@H](C1=C)C(=C)C)OC(=O)C
• InChI: InChI=1S/C17H22O4/c1-7-11(4)17(19)21-14-8-9-15(20-13(6)18)16(10(2)3)12(14)5/h7-9,14-16H,2,5H2,1,3-4,6H3/b11-7+/t14-,15-,16+/m0/s1
• InChI Key: RKKBWVQDKFNHOQ-HPUJIPSPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₄
• Molecular Weight: 290.40 g/mol
• Exact Mass: 290.15180918 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.11
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9881	98.81%
Caco-2	+	0.5723	57.23%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8416	84.16%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8846	88.46%
OATP1B3 inhibitior	+	0.9615	96.15%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.6693	66.93%
P-glycoprotein inhibitior	-	0.7400	74.00%
P-glycoprotein substrate	-	0.8849	88.49%
CYP3A4 substrate	+	0.5154	51.54%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.9153	91.53%
CYP3A4 inhibition	-	0.6962	69.62%
CYP2C9 inhibition	-	0.9292	92.92%
CYP2C19 inhibition	-	0.6994	69.94%
CYP2D6 inhibition	-	0.8993	89.93%
CYP1A2 inhibition	-	0.8517	85.17%
CYP2C8 inhibition	-	0.7275	72.75%
CYP inhibitory promiscuity	-	0.7836	78.36%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6046	60.46%
Carcinogenicity (trinary)	Non-required	0.6507	65.07%
Eye corrosion	-	0.8242	82.42%
Eye irritation	-	0.7765	77.65%
Skin irritation	-	0.6290	62.90%
Skin corrosion	-	0.9828	98.28%
Ames mutagenesis	-	0.5737	57.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4791	47.91%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	+	0.5880	58.80%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	-	0.9000	90.00%
Nephrotoxicity	+	0.7240	72.40%
Acute Oral Toxicity (c)	III	0.4158	41.58%
Estrogen receptor binding	+	0.6226	62.26%
Androgen receptor binding	-	0.7210	72.10%
Thyroid receptor binding	-	0.4934	49.34%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.5520	55.20%
PPAR gamma	-	0.6151	61.51%
Honey bee toxicity	-	0.6887	68.87%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6255	62.55%
Fish aquatic toxicity	+	0.9902	99.02%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.24%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.55%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.51%	94.45%
CHEMBL2581	P07339	Cathepsin D	85.81%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	85.44%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.72%	95.56%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.57%	91.07%

Plants that contains it

• Baccharis sagittalis

Cross-Links

• PubChem: 163189224
• LOTUS: LTS0090357
• wikiData: Q104977313