3'-Methoxy-[6]-Gingerdiol 3,5-diacetate

Details

• Internal ID: fc7f93c9-6ab9-468d-865b-a862f04deac3
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohol esters
• IUPAC Name: [3-acetyloxy-1-(3,4-dimethoxyphenyl)decan-5-yl] acetate
• SMILES (Canonical): CCCCCC(CC(CCC1=CC(=C(C=C1)OC)OC)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CCCCCC(CC(CCC1=CC(=C(C=C1)OC)OC)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C22H34O6/c1-6-7-8-9-19(27-16(2)23)15-20(28-17(3)24)12-10-18-11-13-21(25-4)22(14-18)26-5/h11,13-14,19-20H,6-10,12,15H2,1-5H3
• InChI Key: QCJKXQWAFFZFLJ-UHFFFAOYSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₄O₆
• Molecular Weight: 394.50 g/mol
• Exact Mass: 394.23553880 g/mol
• Topological Polar Surface Area (TPSA): 71.10 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.47
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Rotatable Bonds: 13

Synonyms

• Methyl diacetoxy-6-gingerdiol
• [3-acetyloxy-1-(3,4-dimethoxyphenyl)decan-5-yl] acetate
• 863780-90-9
• 3-(acetyloxy)-1-(3,4-dimethoxyphenyl)decan-5-yl acetate
• Methyl diacetoxy-[6]gingerdiol
• CHEBI:175968
• QCJKXQWAFFZFLJ-UHFFFAOYSA-N
• LMFA07010756
• AKOS040734215
• 1-(3,4-Dimethoxyphenyl)decane-3,5-diyl diacetate
• 3,5-Decanediol, 1-(3,4-dimethoxyphenyl)-, diacetate
• 3,5-Decanediol, 1-(3,4-dimethoxyphenyl)-, 3,5-diacetate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9922	99.22%
Caco-2	+	0.7770	77.70%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8747	87.47%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9077	90.77%
OATP1B3 inhibitior	+	0.9336	93.36%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9463	94.63%
P-glycoprotein inhibitior	+	0.8457	84.57%
P-glycoprotein substrate	+	0.7825	78.25%
CYP3A4 substrate	+	0.5842	58.42%
CYP2C9 substrate	-	0.8132	81.32%
CYP2D6 substrate	-	0.7937	79.37%
CYP3A4 inhibition	-	0.7492	74.92%
CYP2C9 inhibition	-	0.8962	89.62%
CYP2C19 inhibition	+	0.6497	64.97%
CYP2D6 inhibition	-	0.9215	92.15%
CYP1A2 inhibition	+	0.5245	52.45%
CYP2C8 inhibition	+	0.7975	79.75%
CYP inhibitory promiscuity	-	0.8837	88.37%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7643	76.43%
Carcinogenicity (trinary)	Non-required	0.6386	63.86%
Eye corrosion	-	0.9711	97.11%
Eye irritation	-	0.8747	87.47%
Skin irritation	-	0.8867	88.67%
Skin corrosion	-	0.9668	96.68%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8983	89.83%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.6051	60.51%
skin sensitisation	-	0.8653	86.53%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	-	0.5475	54.75%
Mitochondrial toxicity	-	0.9250	92.50%
Nephrotoxicity	-	0.5516	55.16%
Acute Oral Toxicity (c)	III	0.6249	62.49%
Estrogen receptor binding	+	0.7675	76.75%
Androgen receptor binding	-	0.4850	48.50%
Thyroid receptor binding	+	0.6528	65.28%
Glucocorticoid receptor binding	+	0.7411	74.11%
Aromatase binding	-	0.5323	53.23%
PPAR gamma	-	0.5709	57.09%
Honey bee toxicity	-	0.9223	92.23%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.9951	99.51%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.93%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.59%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.34%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	93.66%	90.20%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.73%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.61%	94.45%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	89.36%	96.95%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	88.56%	92.08%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	87.75%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.08%	95.50%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	86.26%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.88%	91.11%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.41%	97.21%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.37%	96.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.11%	97.25%
CHEMBL2535	P11166	Glucose transporter	84.55%	98.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	84.29%	95.89%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	83.51%	95.17%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.38%	89.50%
CHEMBL1907	P15144	Aminopeptidase N	82.68%	93.31%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.07%	90.71%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.66%	93.56%
CHEMBL3401	O75469	Pregnane X receptor	80.54%	94.73%

Plants that contains it

• Zingiber officinale

Cross-Links

• PubChem: 5319662
• NPASS: NPC179204
• LOTUS: LTS0053787
• wikiData: Q105218255