10-(Acetyloxymethyl)-16-hydroxy-14-(hydroxymethyl)-2,6-dimethylhexadeca-2,6,10,14-tetraenoic acid

Details

• Internal ID: 6e16121b-3c1f-4bc2-b1f9-8ab735369d72
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Acyclic diterpenoids
• IUPAC Name: 10-(acetyloxymethyl)-16-hydroxy-14-(hydroxymethyl)-2,6-dimethylhexadeca-2,6,10,14-tetraenoic acid
• SMILES (Canonical): CC(=CCCC(=CCCC(=CCO)CO)COC(=O)C)CCC=C(C)C(=O)O
• SMILES (Isomeric): CC(=CCCC(=CCCC(=CCO)CO)COC(=O)C)CCC=C(C)C(=O)O
• InChI: InChI=1S/C22H34O6/c1-17(7-4-9-18(2)22(26)27)8-5-11-21(16-28-19(3)25)12-6-10-20(15-24)13-14-23/h8-9,12-13,23-24H,4-7,10-11,14-16H2,1-3H3,(H,26,27)
• InChI Key: OVHPIPGQIIWBKM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₄O₆
• Molecular Weight: 394.50 g/mol
• Exact Mass: 394.23553880 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.70
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8996	89.96%
Caco-2	-	0.5816	58.16%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7629	76.29%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8980	89.80%
OATP1B3 inhibitior	+	0.9215	92.15%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9675	96.75%
P-glycoprotein inhibitior	-	0.4370	43.70%
P-glycoprotein substrate	-	0.8582	85.82%
CYP3A4 substrate	+	0.5466	54.66%
CYP2C9 substrate	-	0.5824	58.24%
CYP2D6 substrate	-	0.9099	90.99%
CYP3A4 inhibition	-	0.7352	73.52%
CYP2C9 inhibition	-	0.8102	81.02%
CYP2C19 inhibition	-	0.8646	86.46%
CYP2D6 inhibition	-	0.8740	87.40%
CYP1A2 inhibition	-	0.8081	80.81%
CYP2C8 inhibition	-	0.7802	78.02%
CYP inhibitory promiscuity	-	0.8806	88.06%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7323	73.23%
Carcinogenicity (trinary)	Non-required	0.6953	69.53%
Eye corrosion	-	0.8933	89.33%
Eye irritation	-	0.7941	79.41%
Skin irritation	-	0.7652	76.52%
Skin corrosion	-	0.9893	98.93%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7185	71.85%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.7554	75.54%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	-	0.8923	89.23%
Mitochondrial toxicity	-	0.8375	83.75%
Nephrotoxicity	+	0.4666	46.66%
Acute Oral Toxicity (c)	IV	0.5615	56.15%
Estrogen receptor binding	+	0.6984	69.84%
Androgen receptor binding	-	0.5827	58.27%
Thyroid receptor binding	+	0.5974	59.74%
Glucocorticoid receptor binding	+	0.7091	70.91%
Aromatase binding	+	0.5933	59.33%
PPAR gamma	+	0.6902	69.02%
Honey bee toxicity	-	0.8809	88.09%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.6155	61.55%
Fish aquatic toxicity	+	0.9898	98.98%

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	91.24%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.11%	99.17%
CHEMBL340	P08684	Cytochrome P450 3A4	86.17%	91.19%
CHEMBL2581	P07339	Cathepsin D	85.12%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.79%	96.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	83.27%	93.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.22%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	83.03%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.96%	91.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	82.84%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.33%	86.33%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	80.59%	92.08%

Plants that contains it

• Helogyne apaloidea

Cross-Links

• PubChem: 162907165
• LOTUS: LTS0008135
• wikiData: Q105200728