3-O-Ethylascorbic acid

Details

• Internal ID: 339c20fa-5fff-456e-8d74-779737ad3a37
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (2R)-2-[(1S)-1,2-dihydroxyethyl]-3-ethoxy-4-hydroxy-2H-furan-5-one
• SMILES (Canonical): CCOC1=C(C(=O)OC1C(CO)O)O
• SMILES (Isomeric): CCOC1=C(C(=O)O[C@@H]1[C@H](CO)O)O
• InChI: InChI=1S/C8H12O6/c1-2-13-7-5(11)8(12)14-6(7)4(10)3-9/h4,6,9-11H,2-3H2,1H3/t4-,6+/m0/s1
• InChI Key: ZGSCRDSBTNQPMS-UJURSFKZSA-N
• Popularity: 24 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₂O₆
• Molecular Weight: 204.18 g/mol
• Exact Mass: 204.06338810 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: -1.50
• Atomic LogP (AlogP): -0.93
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

• 3-O-Ethylascorbic acid
• 3-o-ethyl ascorbic acid
• Vitamin C ethyl
• ethyl ascorbic acid
• 6MW60CB71P
• ACTIVITA C
• CORUM 9515
• DTXSID8020595
• Whitening serum
• Shower Gel
• Brightening Gream
• Whitening Shower Gel
• RefChem:95144
• Whitening facial cleanser
• DTXCID80595
• 3-0-ETHYL ASCORBIC ACID
• Beautyturess Exfoliating Peeling Oil
• 617-849-3
• 3-O-Ethyl-L-ascorbic acid
• (R)-5-((S)-1,2-Dihydroxyethyl)-4-ethoxy-3-hydroxyfuran-2(5H)-one
• (2R)-2-[(1S)-1,2-dihydroxyethyl]-3-ethoxy-4-hydroxy-2H-furan-5-one
• MFCD09261382
• L-Ascorbic acid, 3-O-ethyl-
• CCRIS 7479
• 3-O-Ethyl-L-ascorbicacid
• UNII-6MW60CB71P
• ethyl ascorbyl ether
• 3-o-ethyl-ascorbic acid
• EC 617-849-3
• 3-O-ETHYL ASCORBATE
• SCHEMBL352408
• orb1299341
• MSK1605
• CHEBI:189226
• (5R)-5-((1S)-1,2-Dihydroxyethyl)-4-ethoxy-3-hydroxy-5H-furan-2-one
• (5R)-5-[(1S)-1,2-dihydroxyethyl]-4-ethoxy-3-hydroxyfuran-2(5H)-one
• (5R,1'S)-5-(1,2-Dihydroxy-ethyl)-4-ethoxy-3-hydroxy-5H-furan-2-one
• AKOS015920304
• CS-W003607
• GS-4098
• HY-W003607
• 3-o-Ethyl-L-ascorbic acid, AldrichCPR
• L-ASCORBIC ACID 3-O-ETHYL ETHER
• FD140067
• PD150806
• SY031031
• 404E048
• F049982
• Q27265176
• (2R)-2-[(1S)-1,2-dihydroxyethyl]-3-ethoxy-4-hydroxy-2H-uran-5-one
• (5R)-5-[(1S)-1,2-dihydroxyethyl]-4-ethoxy-3-hydroxy-2,5-dihydrofuran-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8179	81.79%
Caco-2	-	0.8955	89.55%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7089	70.89%
OATP2B1 inhibitior	-	0.8530	85.30%
OATP1B1 inhibitior	+	0.9296	92.96%
OATP1B3 inhibitior	+	0.9595	95.95%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9582	95.82%
P-glycoprotein inhibitior	-	0.9470	94.70%
P-glycoprotein substrate	-	0.9285	92.85%
CYP3A4 substrate	-	0.5170	51.70%
CYP2C9 substrate	-	0.8232	82.32%
CYP2D6 substrate	-	0.8882	88.82%
CYP3A4 inhibition	-	0.9654	96.54%
CYP2C9 inhibition	-	0.8853	88.53%
CYP2C19 inhibition	-	0.8221	82.21%
CYP2D6 inhibition	-	0.9298	92.98%
CYP1A2 inhibition	-	0.7645	76.45%
CYP2C8 inhibition	-	0.9628	96.28%
CYP inhibitory promiscuity	-	0.8136	81.36%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.7207	72.07%
Eye corrosion	-	0.9790	97.90%
Eye irritation	-	0.7570	75.70%
Skin irritation	-	0.7307	73.07%
Skin corrosion	-	0.8921	89.21%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7679	76.79%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.6342	63.42%
skin sensitisation	-	0.8871	88.71%
Respiratory toxicity	-	0.6333	63.33%
Reproductive toxicity	-	0.5778	57.78%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	+	0.5249	52.49%
Acute Oral Toxicity (c)	IV	0.4799	47.99%
Estrogen receptor binding	-	0.5473	54.73%
Androgen receptor binding	-	0.7543	75.43%
Thyroid receptor binding	-	0.6248	62.48%
Glucocorticoid receptor binding	-	0.5198	51.98%
Aromatase binding	-	0.8598	85.98%
PPAR gamma	-	0.7826	78.26%
Honey bee toxicity	-	0.8755	87.55%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7500	75.00%
Fish aquatic toxicity	-	0.5984	59.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.97%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.36%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.29%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	88.45%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.99%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.01%	91.11%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.89%	93.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.54%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.10%	95.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 150736
• NPASS: NPC130918