[16-Acetyloxy-3,11-bis(acetyloxymethyl)-15-methyl-7-methylidene-6-oxohexadeca-2,10,14-trienyl] acetate

Details

• Internal ID: f7345824-332c-4c62-98cf-9bcec912e322
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Acyclic diterpenoids
• IUPAC Name: [16-acetyloxy-3,11-bis(acetyloxymethyl)-15-methyl-7-methylidene-6-oxohexadeca-2,10,14-trienyl] acetate
• SMILES (Canonical): CC(=CCCC(=CCCC(=C)C(=O)CCC(=CCOC(=O)C)COC(=O)C)COC(=O)C)COC(=O)C
• SMILES (Isomeric): CC(=CCCC(=CCCC(=C)C(=O)CCC(=CCOC(=O)C)COC(=O)C)COC(=O)C)COC(=O)C
• InChI: InChI=1S/C28H40O9/c1-20(17-35-23(4)30)9-7-11-26(18-36-24(5)31)12-8-10-21(2)28(33)14-13-27(19-37-25(6)32)15-16-34-22(3)29/h9,12,15H,2,7-8,10-11,13-14,16-19H2,1,3-6H3
• InChI Key: NZDPEWQYQUYNOI-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₀O₉
• Molecular Weight: 520.60 g/mol
• Exact Mass: 520.26723285 g/mol
• Topological Polar Surface Area (TPSA): 122.00 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 4.50
• H-Bond Acceptor: 9
• H-Bond Donor: 0
• Rotatable Bonds: 18

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9629	96.29%
Caco-2	-	0.7403	74.03%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8023	80.23%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.9011	90.11%
OATP1B3 inhibitior	+	0.9374	93.74%
MATE1 inhibitior	-	0.6200	62.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.9153	91.53%
P-glycoprotein inhibitior	+	0.8472	84.72%
P-glycoprotein substrate	-	0.8374	83.74%
CYP3A4 substrate	+	0.5434	54.34%
CYP2C9 substrate	-	0.7974	79.74%
CYP2D6 substrate	-	0.8809	88.09%
CYP3A4 inhibition	-	0.6625	66.25%
CYP2C9 inhibition	-	0.8694	86.94%
CYP2C19 inhibition	-	0.8335	83.35%
CYP2D6 inhibition	-	0.9125	91.25%
CYP1A2 inhibition	-	0.8103	81.03%
CYP2C8 inhibition	-	0.7919	79.19%
CYP inhibitory promiscuity	-	0.8240	82.40%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6423	64.23%
Carcinogenicity (trinary)	Non-required	0.6337	63.37%
Eye corrosion	-	0.7090	70.90%
Eye irritation	-	0.8522	85.22%
Skin irritation	+	0.6493	64.93%
Skin corrosion	-	0.9908	99.08%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7382	73.82%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.7232	72.32%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	-	0.9667	96.67%
Mitochondrial toxicity	-	0.9500	95.00%
Nephrotoxicity	+	0.7297	72.97%
Acute Oral Toxicity (c)	III	0.5477	54.77%
Estrogen receptor binding	+	0.6987	69.87%
Androgen receptor binding	-	0.5365	53.65%
Thyroid receptor binding	-	0.5518	55.18%
Glucocorticoid receptor binding	+	0.7798	77.98%
Aromatase binding	+	0.6050	60.50%
PPAR gamma	+	0.5620	56.20%
Honey bee toxicity	-	0.8028	80.28%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5855	58.55%
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
CHEMBL2581	P07339	Cathepsin D	88.81%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.85%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.41%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	85.17%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.99%	91.11%
CHEMBL340	P08684	Cytochrome P450 3A4	82.56%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.89%	86.33%
CHEMBL4040	P28482	MAP kinase ERK2	80.13%	83.82%

Plants that contains it

• Dendroviguiera sylvatica

Cross-Links

• PubChem: 163006467
• LOTUS: LTS0017228
• wikiData: Q105187856