[6]-Gingerdiol 3,5-diacetate

Details

• Internal ID: 1f2ffdb8-8587-471f-9fe7-5fd3f367ceb5
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohol esters
• IUPAC Name: [3-acetyloxy-1-(4-hydroxy-3-methoxyphenyl)decan-5-yl] acetate
• SMILES (Canonical): CCCCCC(CC(CCC1=CC(=C(C=C1)O)OC)OC(=O)C)OC(=O)C
• SMILES (Isomeric): CCCCCC(CC(CCC1=CC(=C(C=C1)O)OC)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C21H32O6/c1-5-6-7-8-18(26-15(2)22)14-19(27-16(3)23)11-9-17-10-12-20(24)21(13-17)25-4/h10,12-13,18-19,24H,5-9,11,14H2,1-4H3
• InChI Key: PXBFKEHWQRAQQD-UHFFFAOYSA-N
• Popularity: 10 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₆
• Molecular Weight: 380.50 g/mol
• Exact Mass: 380.21988874 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 4.17
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 12

Synonyms

• [3-acetyloxy-1-(4-hydroxy-3-methoxyphenyl)decan-5-yl] acetate
• 143615-75-2
• 6-Gingediacetate
• SCHEMBL8236669
• CHEBI:169730
• PXBFKEHWQRAQQD-UHFFFAOYSA-N
• FT-0775416
• 3,5-diacetoxy-1-(4-hydroxy-3-methoxyphenyl)decane
• 3-(acetyloxy)-1-(4-hydroxy-3-methoxyphenyl)decan-5-yl acetate
• 3,5-Decanediol, 1-(4-hydroxy-3-methoxyphenyl)-, 3,5-diacetate, (3R,5S)-
• 3,5-Decanediol, 1-(4-hydroxy-3-methoxyphenyl)-, 3,5-diacetate, [R-(R*,S*)]-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9859	98.59%
Caco-2	+	0.7019	70.19%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.8745	87.45%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9119	91.19%
OATP1B3 inhibitior	+	0.8895	88.95%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9341	93.41%
P-glycoprotein inhibitior	+	0.7012	70.12%
P-glycoprotein substrate	+	0.6497	64.97%
CYP3A4 substrate	+	0.5712	57.12%
CYP2C9 substrate	-	0.8108	81.08%
CYP2D6 substrate	-	0.7795	77.95%
CYP3A4 inhibition	-	0.7493	74.93%
CYP2C9 inhibition	-	0.8999	89.99%
CYP2C19 inhibition	-	0.5293	52.93%
CYP2D6 inhibition	-	0.9069	90.69%
CYP1A2 inhibition	-	0.6342	63.42%
CYP2C8 inhibition	+	0.8818	88.18%
CYP inhibitory promiscuity	-	0.9539	95.39%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7758	77.58%
Carcinogenicity (trinary)	Non-required	0.7031	70.31%
Eye corrosion	-	0.9789	97.89%
Eye irritation	-	0.7885	78.85%
Skin irritation	-	0.8523	85.23%
Skin corrosion	-	0.9554	95.54%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7456	74.56%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	-	0.6926	69.26%
skin sensitisation	-	0.8039	80.39%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	-	0.5475	54.75%
Mitochondrial toxicity	-	0.8875	88.75%
Nephrotoxicity	-	0.5749	57.49%
Acute Oral Toxicity (c)	III	0.6202	62.02%
Estrogen receptor binding	+	0.8834	88.34%
Androgen receptor binding	-	0.5059	50.59%
Thyroid receptor binding	+	0.6812	68.12%
Glucocorticoid receptor binding	+	0.7779	77.79%
Aromatase binding	-	0.5146	51.46%
PPAR gamma	+	0.5605	56.05%
Honey bee toxicity	-	0.9161	91.61%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.9926	99.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	98.84%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.84%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	97.70%	99.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.19%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.86%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.58%	86.33%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	91.11%	95.17%
CHEMBL1255126	O15151	Protein Mdm4	90.15%	90.20%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	88.59%	100.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.42%	95.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	87.30%	96.95%
CHEMBL1907	P15144	Aminopeptidase N	86.44%	93.31%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	85.41%	92.08%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.83%	90.71%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.89%	97.21%
CHEMBL2535	P11166	Glucose transporter	83.18%	98.75%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.13%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	82.60%	94.73%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	81.96%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.51%	93.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.78%	96.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.27%	95.89%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.25%	97.25%

Plants that contains it

• Goniothalamus leiocarpus
• Zingiber officinale

Cross-Links

• PubChem: 5317587
• NPASS: NPC269293
• LOTUS: LTS0235614
• wikiData: Q104375418