[(2Z,5E,7R)-7-hydroxy-2-[(E)-6-hydroxy-4-(hydroxymethyl)hex-4-enylidene]-6,10-dimethylundeca-5,9-dienyl] acetate

Details

• Internal ID: 73dcca8d-5944-4b09-bc12-f38ae614f968
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Acyclic diterpenoids
• IUPAC Name: [(2Z,5E,7R)-7-hydroxy-2-[(E)-6-hydroxy-4-(hydroxymethyl)hex-4-enylidene]-6,10-dimethylundeca-5,9-dienyl] acetate
• InChI: InChI=1S/C22H36O5/c1-17(2)11-12-22(26)18(3)7-5-9-21(16-27-19(4)25)10-6-8-20(15-24)13-14-23/h7,10-11,13,22-24,26H,5-6,8-9,12,14-16H2,1-4H3/b18-7+,20-13+,21-10-/t22-/m1/s1
• InChI Key: GNLLRGMEDDHOEY-YFUOILSCSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₆O₅
• Molecular Weight: 380.50 g/mol
• Exact Mass: 380.25627424 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.61
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9402	94.02%
Caco-2	-	0.5557	55.57%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8559	85.59%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.9136	91.36%
OATP1B3 inhibitior	+	0.9290	92.90%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9458	94.58%
P-glycoprotein inhibitior	-	0.4582	45.82%
P-glycoprotein substrate	-	0.8038	80.38%
CYP3A4 substrate	+	0.5682	56.82%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8595	85.95%
CYP3A4 inhibition	-	0.8416	84.16%
CYP2C9 inhibition	-	0.8678	86.78%
CYP2C19 inhibition	-	0.8871	88.71%
CYP2D6 inhibition	-	0.8918	89.18%
CYP1A2 inhibition	-	0.8431	84.31%
CYP2C8 inhibition	-	0.8379	83.79%
CYP inhibitory promiscuity	-	0.8585	85.85%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7400	74.00%
Carcinogenicity (trinary)	Non-required	0.7492	74.92%
Eye corrosion	-	0.9340	93.40%
Eye irritation	-	0.8404	84.04%
Skin irritation	-	0.7905	79.05%
Skin corrosion	-	0.9866	98.66%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7351	73.51%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.6588	65.88%
Respiratory toxicity	-	0.7556	75.56%
Reproductive toxicity	-	0.8602	86.02%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	+	0.5130	51.30%
Acute Oral Toxicity (c)	III	0.5203	52.03%
Estrogen receptor binding	+	0.7198	71.98%
Androgen receptor binding	-	0.7433	74.33%
Thyroid receptor binding	-	0.4876	48.76%
Glucocorticoid receptor binding	+	0.6446	64.46%
Aromatase binding	+	0.5466	54.66%
PPAR gamma	+	0.6241	62.41%
Honey bee toxicity	-	0.7969	79.69%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.8100	81.00%
Fish aquatic toxicity	+	0.8565	85.65%

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	94.07%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.58%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.03%	99.17%
CHEMBL2581	P07339	Cathepsin D	90.77%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	85.88%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.49%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	82.70%	83.82%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	82.13%	91.24%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.25%	96.00%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	80.85%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	80.19%	94.73%

Plants that contains it

• Lasiolaena morii

Cross-Links

• PubChem: 163104155
• LOTUS: LTS0060012
• wikiData: Q105012709