[(2Z,5S,6E,10S)-3-(acetyloxymethyl)-5,10-dihydroxy-7,11-dimethyldodeca-2,6,11-trienyl] acetate

Details

• Internal ID: 3cff1cc5-c2d0-40c6-9470-acbc45e53c56
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(2Z,5S,6E,10S)-3-(acetyloxymethyl)-5,10-dihydroxy-7,11-dimethyldodeca-2,6,11-trienyl] acetate
• SMILES (Canonical): CC(=C)C(CCC(=CC(CC(=CCOC(=O)C)COC(=O)C)O)C)O
• SMILES (Isomeric): CC(=C)[C@H](CC/C(=C/[C@H](C/C(=C/COC(=O)C)/COC(=O)C)O)/C)O
• InChI: InChI=1S/C19H30O6/c1-13(2)19(23)7-6-14(3)10-18(22)11-17(12-25-16(5)21)8-9-24-15(4)20/h8,10,18-19,22-23H,1,6-7,9,11-12H2,2-5H3/b14-10+,17-8-/t18-,19+/m1/s1
• InChI Key: XYDCQTVQGVBJLE-FGFNCAESSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₀O₆
• Molecular Weight: 354.40 g/mol
• Exact Mass: 354.20423867 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.45
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9044	90.44%
Caco-2	-	0.5679	56.79%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.7000	70.00%
Subcellular localzation	Mitochondria	0.8316	83.16%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.9175	91.75%
OATP1B3 inhibitior	+	0.9421	94.21%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.7144	71.44%
P-glycoprotein inhibitior	-	0.4755	47.55%
P-glycoprotein substrate	-	0.7718	77.18%
CYP3A4 substrate	+	0.5772	57.72%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8520	85.20%
CYP3A4 inhibition	-	0.5637	56.37%
CYP2C9 inhibition	-	0.8580	85.80%
CYP2C19 inhibition	-	0.8790	87.90%
CYP2D6 inhibition	-	0.9039	90.39%
CYP1A2 inhibition	-	0.8145	81.45%
CYP2C8 inhibition	-	0.8684	86.84%
CYP inhibitory promiscuity	-	0.9202	92.02%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7500	75.00%
Carcinogenicity (trinary)	Non-required	0.7212	72.12%
Eye corrosion	-	0.9049	90.49%
Eye irritation	-	0.9117	91.17%
Skin irritation	-	0.7297	72.97%
Skin corrosion	-	0.9858	98.58%
Ames mutagenesis	-	0.5254	52.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6224	62.24%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.7623	76.23%
Respiratory toxicity	-	0.7778	77.78%
Reproductive toxicity	-	0.9005	90.05%
Mitochondrial toxicity	-	0.7750	77.50%
Nephrotoxicity	+	0.7734	77.34%
Acute Oral Toxicity (c)	III	0.6047	60.47%
Estrogen receptor binding	+	0.5426	54.26%
Androgen receptor binding	-	0.7144	71.44%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.4870	48.70%
Aromatase binding	-	0.6803	68.03%
PPAR gamma	-	0.5375	53.75%
Honey bee toxicity	-	0.7913	79.13%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.9845	98.45%

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	95.72%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.71%	99.17%
CHEMBL2581	P07339	Cathepsin D	89.31%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	88.86%	91.19%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.61%	91.11%
CHEMBL3401	O75469	Pregnane X receptor	84.94%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.02%	94.45%
CHEMBL3437	Q16853	Amine oxidase, copper containing	82.27%	94.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.37%	95.89%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.27%	97.21%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	80.11%	96.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162996155
• LOTUS: LTS0093983
• wikiData: Q105344433