[(4R,5R,6E,10S)-5-acetyloxy-10-hydroxy-2,6,10-trimethyldodeca-2,6,11-trien-4-yl] acetate

Details

• Internal ID: d01a3a43-8ae8-4d1f-b959-2ea39ca9a6b4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(4R,5R,6E,10S)-5-acetyloxy-10-hydroxy-2,6,10-trimethyldodeca-2,6,11-trien-4-yl] acetate
• SMILES (Canonical): CC(=CC(C(C(=CCCC(C)(C=C)O)C)OC(=O)C)OC(=O)C)C
• SMILES (Isomeric): CC(=C[C@H]([C@@H](/C(=C/CC[C@@](C)(C=C)O)/C)OC(=O)C)OC(=O)C)C
• InChI: InChI=1S/C19H30O5/c1-8-19(7,22)11-9-10-14(4)18(24-16(6)21)17(12-13(2)3)23-15(5)20/h8,10,12,17-18,22H,1,9,11H2,2-7H3/b14-10+/t17-,18-,19-/m1/s1
• InChI Key: HRCVDYKTTYCITA-QBPVHFAYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₃₀O₅
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.20932405 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.48
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9640	96.40%
Caco-2	+	0.6420	64.20%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.6399	63.99%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.9197	91.97%
OATP1B3 inhibitior	+	0.9330	93.30%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.5316	53.16%
P-glycoprotein inhibitior	-	0.6333	63.33%
P-glycoprotein substrate	-	0.8512	85.12%
CYP3A4 substrate	+	0.5878	58.78%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8754	87.54%
CYP3A4 inhibition	-	0.6754	67.54%
CYP2C9 inhibition	-	0.8170	81.70%
CYP2C19 inhibition	-	0.8610	86.10%
CYP2D6 inhibition	-	0.9330	93.30%
CYP1A2 inhibition	-	0.8528	85.28%
CYP2C8 inhibition	-	0.7262	72.62%
CYP inhibitory promiscuity	-	0.9446	94.46%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.6215	62.15%
Carcinogenicity (trinary)	Non-required	0.6872	68.72%
Eye corrosion	-	0.8419	84.19%
Eye irritation	-	0.6431	64.31%
Skin irritation	+	0.6462	64.62%
Skin corrosion	-	0.9349	93.49%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5603	56.03%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5737	57.37%
skin sensitisation	+	0.7635	76.35%
Respiratory toxicity	-	0.8222	82.22%
Reproductive toxicity	-	0.8309	83.09%
Mitochondrial toxicity	-	0.7875	78.75%
Nephrotoxicity	+	0.6472	64.72%
Acute Oral Toxicity (c)	IV	0.5654	56.54%
Estrogen receptor binding	-	0.5053	50.53%
Androgen receptor binding	-	0.6342	63.42%
Thyroid receptor binding	-	0.5571	55.71%
Glucocorticoid receptor binding	+	0.5435	54.35%
Aromatase binding	-	0.5622	56.22%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.6544	65.44%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9354	93.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.04%	98.95%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	90.72%	90.93%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.52%	99.17%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.72%	96.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	88.82%	97.21%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.64%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	85.71%	94.73%
CHEMBL4005	P42336	PI3-kinase p110-alpha subunit	85.24%	97.47%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	81.10%	96.47%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.22%	94.00%

Plants that contains it

• Acacia linarioides
• Anadenanthera colubrina
• Aquilegia viridiflora
• Astragalus kabadianus
• Brombya platynema
• Cerbera odollam
• Cichorium endivia
• Clinopodium gracile
• Coelogyne prolifera
• Daphne arisanensis
• Denhamia disperma
• Guadua angustifolia
• Hedychium coronarium
• Jaborosa leucotricha
• Kiggelaria africana
• Lippia abyssinica
• Lupinus luteus
• Morinda morindoides
• Perymenium jelskii
• Phenax angustifolius
• Potentilla candicans
• Prunus mahaleb
• Rhamnus cathartica
• Rhamnus formosana
• Senecio ruwenzoriensis
• Senna didymobotrya
• Spiraea japonica var. formosana
• Strychnos elaeocarpa
• Strychnos wallichiana
• Tinadendron noumeanum
• Trichilia havanensis
• Tripterospermum lanceolatum
• Vachellia leucophloea
• Veronica liwanensis
• Viburnum betulifolium

Cross-Links

• PubChem: 10042769
• NPASS: NPC285802
• LOTUS: LTS0122110
• wikiData: Q105032574