(2E,5Z)-2-[(E)-6-acetyloxy-4-methylhex-4-enylidene]-6-(hydroxymethyl)-10-methylundeca-5,9-dienoic acid

Details

• Internal ID: 36d7ad9d-a6f0-4ea1-bf6f-11fedc196c6b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Acyclic diterpenoids
• IUPAC Name: (2E,5Z)-2-[(E)-6-acetyloxy-4-methylhex-4-enylidene]-6-(hydroxymethyl)-10-methylundeca-5,9-dienoic acid
• SMILES (Canonical): CC(=CCCC(=CCCC(=CCCC(=CCOC(=O)C)C)C(=O)O)CO)C
• SMILES (Isomeric): CC(=CCC/C(=C/CC/C(=C\CC/C(=C/COC(=O)C)/C)/C(=O)O)/CO)C
• InChI: InChI=1S/C22H34O5/c1-17(2)8-5-10-20(16-23)11-7-13-21(22(25)26)12-6-9-18(3)14-15-27-19(4)24/h8,11-12,14,23H,5-7,9-10,13,15-16H2,1-4H3,(H,25,26)/b18-14+,20-11-,21-12+
• InChI Key: MFBPVHQQRFWWCB-SIDAKAIMSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₄O₅
• Molecular Weight: 378.50 g/mol
• Exact Mass: 378.24062418 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.73
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9167	91.67%
Caco-2	-	0.6241	62.41%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7789	77.89%
OATP2B1 inhibitior	-	0.8549	85.49%
OATP1B1 inhibitior	+	0.8968	89.68%
OATP1B3 inhibitior	+	0.9098	90.98%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9089	90.89%
P-glycoprotein inhibitior	-	0.5302	53.02%
P-glycoprotein substrate	-	0.8934	89.34%
CYP3A4 substrate	+	0.5293	52.93%
CYP2C9 substrate	-	0.5824	58.24%
CYP2D6 substrate	-	0.9099	90.99%
CYP3A4 inhibition	-	0.7681	76.81%
CYP2C9 inhibition	-	0.7790	77.90%
CYP2C19 inhibition	-	0.8644	86.44%
CYP2D6 inhibition	-	0.8887	88.87%
CYP1A2 inhibition	-	0.8388	83.88%
CYP2C8 inhibition	-	0.8598	85.98%
CYP inhibitory promiscuity	-	0.8780	87.80%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.7123	71.23%
Carcinogenicity (trinary)	Non-required	0.6898	68.98%
Eye corrosion	-	0.8950	89.50%
Eye irritation	-	0.5899	58.99%
Skin irritation	-	0.7409	74.09%
Skin corrosion	-	0.9872	98.72%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5799	57.99%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.5625	56.25%
skin sensitisation	-	0.6217	62.17%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	-	0.8865	88.65%
Mitochondrial toxicity	-	0.8250	82.50%
Nephrotoxicity	+	0.7333	73.33%
Acute Oral Toxicity (c)	IV	0.6181	61.81%
Estrogen receptor binding	+	0.5362	53.62%
Androgen receptor binding	-	0.6028	60.28%
Thyroid receptor binding	+	0.5176	51.76%
Glucocorticoid receptor binding	-	0.5795	57.95%
Aromatase binding	+	0.5828	58.28%
PPAR gamma	+	0.6223	62.23%
Honey bee toxicity	-	0.8624	86.24%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.7755	77.55%
Fish aquatic toxicity	+	0.9924	99.24%

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	91.88%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.11%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.46%	94.45%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	86.10%	92.08%
CHEMBL340	P08684	Cytochrome P450 3A4	82.66%	91.19%
CHEMBL3401	O75469	Pregnane X receptor	80.80%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.44%	96.95%

Plants that contains it

• Microglossa pyrrhopappa

Cross-Links

• PubChem: 14707199
• LOTUS: LTS0250321
• wikiData: Q105162542