Geranylgeraniol acetate

Details

• Internal ID: 33d972fe-219c-443b-ace3-6283d2cbbef6
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Acyclic diterpenoids
• IUPAC Name: [(2E,10E)-3,7,11,15-tetramethylhexadeca-2,6,10,14-tetraenyl] acetate
• SMILES (Canonical): CC(=CCCC(=CCCC(=CCCC(=CCOC(=O)C)C)C)C)C
• SMILES (Isomeric): CC(=CCC/C(=C/CCC(=CCC/C(=C/COC(=O)C)/C)C)/C)C
• InChI: InChI=1S/C22H36O2/c1-18(2)10-7-11-19(3)12-8-13-20(4)14-9-15-21(5)16-17-24-22(6)23/h10,12,14,16H,7-9,11,13,15,17H2,1-6H3/b19-12+,20-14?,21-16+
• InChI Key: NHYSRKKHKHCRGR-DGXUBEIISA-N
• Popularity: 9 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₆O₂
• Molecular Weight: 332.50 g/mol
• Exact Mass: 332.271530387 g/mol
• Topological Polar Surface Area (TPSA): 26.30 Ų
• XlogP: 7.20
• Atomic LogP (AlogP): 6.70
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9953	99.53%
Caco-2	+	0.8017	80.17%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6095	60.95%
OATP2B1 inhibitior	-	0.8527	85.27%
OATP1B1 inhibitior	+	0.9427	94.27%
OATP1B3 inhibitior	+	0.8637	86.37%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9180	91.80%
P-glycoprotein inhibitior	+	0.5719	57.19%
P-glycoprotein substrate	-	0.9764	97.64%
CYP3A4 substrate	-	0.5646	56.46%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.8708	87.08%
CYP3A4 inhibition	-	0.9647	96.47%
CYP2C9 inhibition	-	0.8935	89.35%
CYP2C19 inhibition	-	0.8874	88.74%
CYP2D6 inhibition	-	0.9361	93.61%
CYP1A2 inhibition	-	0.7663	76.63%
CYP2C8 inhibition	-	0.9629	96.29%
CYP inhibitory promiscuity	-	0.7180	71.80%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6200	62.00%
Carcinogenicity (trinary)	Non-required	0.5291	52.91%
Eye corrosion	+	0.7105	71.05%
Eye irritation	-	0.5595	55.95%
Skin irritation	+	0.8399	83.99%
Skin corrosion	-	0.9912	99.12%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7414	74.14%
Micronuclear	-	1.0000	100.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	+	0.5505	55.05%
Respiratory toxicity	-	0.9444	94.44%
Reproductive toxicity	-	1.0000	100.00%
Mitochondrial toxicity	-	0.9625	96.25%
Nephrotoxicity	+	0.7427	74.27%
Acute Oral Toxicity (c)	III	0.5909	59.09%
Estrogen receptor binding	-	0.7704	77.04%
Androgen receptor binding	-	0.7930	79.30%
Thyroid receptor binding	+	0.5541	55.41%
Glucocorticoid receptor binding	-	0.7221	72.21%
Aromatase binding	+	0.6586	65.86%
PPAR gamma	+	0.6251	62.51%
Honey bee toxicity	-	0.8789	87.89%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.5955	59.55%
Fish aquatic toxicity	+	0.9912	99.12%

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	92.88%	96.09%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	92.44%	92.08%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.24%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	84.23%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.79%	94.45%
CHEMBL2581	P07339	Cathepsin D	81.15%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	80.41%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.11%	91.11%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.10%	96.95%

Plants that contains it

• Pinus sylvestris

Cross-Links

• PubChem: 129664996
• LOTUS: LTS0161560
• wikiData: Q104397524