[7-(Acetyloxymethyl)-15-hydroxy-3,11,15-trimethyl-14-oxohexadeca-2,6,10-trienyl] acetate

Details

• Internal ID: 7529a4c5-dd39-450a-8f8f-8c02be6a4b4f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Acyclic diterpenoids
• IUPAC Name: [7-(acetyloxymethyl)-15-hydroxy-3,11,15-trimethyl-14-oxohexadeca-2,6,10-trienyl] acetate
• SMILES (Canonical): CC(=CCCC(=CCCC(=CCOC(=O)C)C)COC(=O)C)CCC(=O)C(C)(C)O
• SMILES (Isomeric): CC(=CCCC(=CCCC(=CCOC(=O)C)C)COC(=O)C)CCC(=O)C(C)(C)O
• InChI: InChI=1S/C24H38O6/c1-18(13-14-23(27)24(5,6)28)9-7-11-22(17-30-21(4)26)12-8-10-19(2)15-16-29-20(3)25/h9,12,15,28H,7-8,10-11,13-14,16-17H2,1-6H3
• InChI Key: YPSGWPVFHZGFTP-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₈O₆
• Molecular Weight: 422.60 g/mol
• Exact Mass: 422.26683893 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 4.61
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9210	92.10%
Caco-2	-	0.5420	54.20%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8820	88.20%
OATP2B1 inhibitior	-	0.8584	85.84%
OATP1B1 inhibitior	+	0.9167	91.67%
OATP1B3 inhibitior	+	0.9078	90.78%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6776	67.76%
BSEP inhibitior	+	0.9162	91.62%
P-glycoprotein inhibitior	+	0.7785	77.85%
P-glycoprotein substrate	-	0.8488	84.88%
CYP3A4 substrate	+	0.5612	56.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8718	87.18%
CYP3A4 inhibition	-	0.8687	86.87%
CYP2C9 inhibition	-	0.7712	77.12%
CYP2C19 inhibition	-	0.8510	85.10%
CYP2D6 inhibition	-	0.9262	92.62%
CYP1A2 inhibition	-	0.8429	84.29%
CYP2C8 inhibition	-	0.7759	77.59%
CYP inhibitory promiscuity	-	0.8987	89.87%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.7323	73.23%
Carcinogenicity (trinary)	Non-required	0.6098	60.98%
Eye corrosion	-	0.9052	90.52%
Eye irritation	-	0.8687	86.87%
Skin irritation	-	0.6494	64.94%
Skin corrosion	-	0.9894	98.94%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3650	36.50%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.5337	53.37%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	-	0.7275	72.75%
Mitochondrial toxicity	-	0.8250	82.50%
Nephrotoxicity	+	0.6335	63.35%
Acute Oral Toxicity (c)	IV	0.7302	73.02%
Estrogen receptor binding	+	0.6097	60.97%
Androgen receptor binding	-	0.6625	66.25%
Thyroid receptor binding	+	0.6741	67.41%
Glucocorticoid receptor binding	+	0.6833	68.33%
Aromatase binding	+	0.6867	68.67%
PPAR gamma	+	0.5396	53.96%
Honey bee toxicity	-	0.7869	78.69%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9750	97.50%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.49%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.74%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.33%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	88.97%	94.73%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	83.01%	96.95%
CHEMBL2581	P07339	Cathepsin D	81.88%	98.95%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.72%	89.34%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	80.33%	92.08%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	80.00%	91.11%

Plants that contains it

• Mikania congesta

Cross-Links

• PubChem: 162908539
• LOTUS: LTS0250104
• wikiData: Q105351829