[(2Z,5R,6E,9R,10E)-5,9-diacetyloxy-3-(acetyloxymethyl)-7,11-dimethyl-12-oxododeca-2,6,10-trienyl] acetate

Details

• Internal ID: 629d8b59-367f-4941-a04f-85bef7bde521
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(2Z,5R,6E,9R,10E)-5,9-diacetyloxy-3-(acetyloxymethyl)-7,11-dimethyl-12-oxododeca-2,6,10-trienyl] acetate
• SMILES (Canonical): CC(=CC(CC(=CCOC(=O)C)COC(=O)C)OC(=O)C)CC(C=C(C)C=O)OC(=O)C
• SMILES (Isomeric): C/C(=C\[C@@H](C/C(=C/COC(=O)C)/COC(=O)C)OC(=O)C)/C[C@H](/C=C(\C)/C=O)OC(=O)C
• InChI: InChI=1S/C23H32O9/c1-15(9-22(31-19(5)27)11-16(2)13-24)10-23(32-20(6)28)12-21(14-30-18(4)26)7-8-29-17(3)25/h7,10-11,13,22-23H,8-9,12,14H2,1-6H3/b15-10+,16-11+,21-7-/t22-,23+/m1/s1
• InChI Key: CPTQKVROSNDWKU-BJAQUTAWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₂O₉
• Molecular Weight: 452.50 g/mol
• Exact Mass: 452.20463259 g/mol
• Topological Polar Surface Area (TPSA): 122.00 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.77
• H-Bond Acceptor: 9
• H-Bond Donor: 0
• Rotatable Bonds: 13

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9753	97.53%
Caco-2	-	0.6030	60.30%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.8298	82.98%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9091	90.91%
OATP1B3 inhibitior	+	0.9452	94.52%
MATE1 inhibitior	-	0.6600	66.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9626	96.26%
P-glycoprotein inhibitior	+	0.8448	84.48%
P-glycoprotein substrate	-	0.7307	73.07%
CYP3A4 substrate	+	0.5759	57.59%
CYP2C9 substrate	-	0.5918	59.18%
CYP2D6 substrate	-	0.8993	89.93%
CYP3A4 inhibition	-	0.7879	78.79%
CYP2C9 inhibition	-	0.8725	87.25%
CYP2C19 inhibition	-	0.8517	85.17%
CYP2D6 inhibition	-	0.9222	92.22%
CYP1A2 inhibition	-	0.8642	86.42%
CYP2C8 inhibition	-	0.7626	76.26%
CYP inhibitory promiscuity	-	0.7845	78.45%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.5740	57.40%
Carcinogenicity (trinary)	Non-required	0.6451	64.51%
Eye corrosion	-	0.7231	72.31%
Eye irritation	-	0.9034	90.34%
Skin irritation	-	0.5818	58.18%
Skin corrosion	-	0.9906	99.06%
Ames mutagenesis	+	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3752	37.52%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	+	0.5282	52.82%
skin sensitisation	-	0.6507	65.07%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	-	0.9444	94.44%
Mitochondrial toxicity	-	0.9375	93.75%
Nephrotoxicity	+	0.8207	82.07%
Acute Oral Toxicity (c)	IV	0.5804	58.04%
Estrogen receptor binding	-	0.5209	52.09%
Androgen receptor binding	-	0.6070	60.70%
Thyroid receptor binding	-	0.5252	52.52%
Glucocorticoid receptor binding	+	0.7548	75.48%
Aromatase binding	+	0.5346	53.46%
PPAR gamma	-	0.5742	57.42%
Honey bee toxicity	-	0.8066	80.66%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6555	65.55%
Fish aquatic toxicity	+	0.9857	98.57%

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	94.93%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.93%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.72%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	83.02%	91.19%

Plants that contains it

• Arctotheca calendula

Cross-Links

• PubChem: 162877691
• LOTUS: LTS0005171
• wikiData: Q104967744