Ascorbic Acid

Details

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Internal ID 9dea10ce-86d4-4133-831a-57d83321d3d9
Taxonomy Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
IUPAC Name (2R)-2-[(1S)-1,2-dihydroxyethyl]-3,4-dihydroxy-2H-furan-5-one
SMILES (Canonical) C(C(C1C(=C(C(=O)O1)O)O)O)O
SMILES (Isomeric) C([C@@H]([C@@H]1C(=C(C(=O)O1)O)O)O)O
InChI InChI=1S/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-10H,1H2/t2-,5+/m0/s1
InChI Key CIWBSHSKHKDKBQ-JLAZNSOCSA-N
Popularity 115,866 references in papers

Physical and Chemical Properties

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Molecular Formula C6H8O6
Molecular Weight 176.12 g/mol
Exact Mass 176.03208797 g/mol
Topological Polar Surface Area (TPSA) 107.00 Ų
XlogP -1.60
Atomic LogP (AlogP) -1.41
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 2

Synonyms

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l-ascorbic acid
vitamin C
50-81-7
ascorbate
L(+)-Ascorbic acid
L-ascorbate
Ascoltin
Ascorbicap
Cevitamic acid
Hybrin
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Ascorbic Acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6225 62.25%
Caco-2 - 0.9755 97.55%
Blood Brain Barrier + 0.8750 87.50%
Human oral bioavailability + 0.5857 58.57%
Subcellular localzation Mitochondria 0.6194 61.94%
OATP2B1 inhibitior - 0.8558 85.58%
OATP1B1 inhibitior + 0.9413 94.13%
OATP1B3 inhibitior + 0.9584 95.84%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.9869 98.69%
P-glycoprotein inhibitior - 0.9715 97.15%
P-glycoprotein substrate - 0.9682 96.82%
CYP3A4 substrate - 0.6422 64.22%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8789 87.89%
CYP3A4 inhibition - 0.9662 96.62%
CYP2C9 inhibition - 0.9478 94.78%
CYP2C19 inhibition - 0.9383 93.83%
CYP2D6 inhibition - 0.9347 93.47%
CYP1A2 inhibition - 0.8958 89.58%
CYP2C8 inhibition - 0.9809 98.09%
CYP inhibitory promiscuity - 0.9249 92.49%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7591 75.91%
Eye corrosion - 0.9803 98.03%
Eye irritation - 0.5691 56.91%
Skin irritation - 0.7081 70.81%
Skin corrosion - 0.8700 87.00%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7840 78.40%
Micronuclear - 0.7041 70.41%
Hepatotoxicity - 0.9625 96.25%
skin sensitisation - 0.9058 90.58%
Respiratory toxicity - 0.7444 74.44%
Reproductive toxicity - 0.5556 55.56%
Mitochondrial toxicity - 0.7375 73.75%
Nephrotoxicity - 0.5868 58.68%
Acute Oral Toxicity (c) IV 0.5871 58.71%
Estrogen receptor binding - 0.7862 78.62%
Androgen receptor binding - 0.8180 81.80%
Thyroid receptor binding - 0.6156 61.56%
Glucocorticoid receptor binding - 0.5967 59.67%
Aromatase binding - 0.7855 78.55%
PPAR gamma - 0.7342 73.42%
Honey bee toxicity - 0.8878 88.78%
Biodegradation - 0.5250 52.50%
Crustacea aquatic toxicity - 0.7500 75.00%
Fish aquatic toxicity - 0.7280 72.80%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL1942 P18089 Alpha-2b adrenergic receptor 0.5 nM
0.5 nM
EC50
EC50
PMID: 19243956
via Super-PRED
CHEMBL1973 P14679 Tyrosinase 32500 nM
IC50
PMID: 25726329

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.17% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.62% 97.25%
CHEMBL2581 P07339 Cathepsin D 86.47% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.78% 99.23%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 80.16% 96.09%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Actinidia arguta
Alhagi maurorum
Allium sativum
Aloe africana
Aloe ferox
Aloe spicata
Aloe vera
Anodendron affine
Arabidopsis thaliana
Arbutus unedo
Aspalathus linearis
Brassica oleracea
Camellia sasanqua
Camellia sinensis
Capsicum annuum
Cedrela salvadorensis
Centella asiatica
Chaenomeles sinensis
Chaenomeles speciosa
Changium smyrnioides
Citrus × aurantium
Citrus trifoliata
Cynomorium coccineum subsp. songaricum
Daucus carota
Eucommia ulmoides
Euphorbia lancifolia
Filipendula ulmaria
Galium latoramosum
Garcinia gummi-gutta
Ginkgo biloba
Hertia cheirifolia
Hippophae rhamnoides
Humulus scandens
Isatis tinctoria
Lactuca sativa
Licaria chrysophylla
Lotus tenuis
Lycium chinense
Malpighia glabra
Manihot esculenta
Morus alba
Morus indica
Murraya paniculata
Opuntia ficus-indica
Ormosia hosiei
Ornithoglossum viride
Papaver somniferum
Parthenocissus quinquefolia
Peganum harmala
Peperomia blanda
Persicaria tinctoria
Petasites radiatus
Phyllanthus emblica
Pistia stratiotes
Platostoma palustre
Populus tremula
Portulaca oleracea
Prunus domestica
Prunus mume
Psidium guajava
Punica granatum
Rosa canina
Rosa nisami
Rosa platyacantha
Rosa spinosissima
Rubus idaeus
Rumex thianschanicus
Sambucus ebulus
Schisandra chinensis
Schizanthus tricolor
Solanum tuberosum
Sphaeranthus confertifolius
Stachys officinalis
Terminalia bellirica
Terminalia chebula
Trigonella foenum-graecum
Vaccinium macrocarpon
Vigna radiata
Vitex doniana
Ziziphus jujuba

Cross-Links

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PubChem 54670067
NPASS NPC187770
ChEMBL CHEMBL196
LOTUS LTS0022555
wikiData Q199678