Benzyl alpha-D-mannopyranoside

Details

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Internal ID 1ee0a9fa-5b13-448d-995b-b5bd16471722
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
IUPAC Name (2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-phenylmethoxyoxane-3,4,5-triol
SMILES (Canonical) C1=CC=C(C=C1)COC2C(C(C(C(O2)CO)O)O)O
SMILES (Isomeric) C1=CC=C(C=C1)CO[C@@H]2[C@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
InChI InChI=1S/C13H18O6/c14-6-9-10(15)11(16)12(17)13(19-9)18-7-8-4-2-1-3-5-8/h1-5,9-17H,6-7H2/t9-,10-,11+,12+,13+/m1/s1
InChI Key GKHCBYYBLTXYEV-BNDIWNMDSA-N
Popularity 5 references in papers

Physical and Chemical Properties

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Molecular Formula C13H18O6
Molecular Weight 270.28 g/mol
Exact Mass 270.11033829 g/mol
Topological Polar Surface Area (TPSA) 99.40 Ų
XlogP -0.70
Atomic LogP (AlogP) -1.00
H-Bond Acceptor 6
H-Bond Donor 4
Rotatable Bonds 4

Synonyms

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Benzyl alpha-D-mannopyranoside
Benzyl a-D-mannopyranoside
(2S,3S,4S,5S,6R)-2-(Benzyloxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
MFCD00153924
CHEMBL1170453
SCHEMBL117781
Benzyl alpha -D-mannopyranoside
(2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-phenylmethoxyoxane-3,4,5-triol
GKHCBYYBLTXYEV-BNDIWNMDSA-N
AKOS015900487
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Benzyl alpha-D-mannopyranoside

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.9359 93.59%
Caco-2 - 0.7292 72.92%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.7018 70.18%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9248 92.48%
OATP1B3 inhibitior + 0.9499 94.99%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior - 0.9404 94.04%
P-glycoprotein inhibitior - 0.9464 94.64%
P-glycoprotein substrate - 0.9872 98.72%
CYP3A4 substrate - 0.6288 62.88%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8134 81.34%
CYP3A4 inhibition - 0.9416 94.16%
CYP2C9 inhibition - 0.9008 90.08%
CYP2C19 inhibition - 0.8603 86.03%
CYP2D6 inhibition - 0.9326 93.26%
CYP1A2 inhibition - 0.9457 94.57%
CYP2C8 inhibition - 0.6504 65.04%
CYP inhibitory promiscuity - 0.7813 78.13%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.6259 62.59%
Eye corrosion - 0.9935 99.35%
Eye irritation - 0.9380 93.80%
Skin irritation - 0.8751 87.51%
Skin corrosion - 0.9770 97.70%
Ames mutagenesis - 0.7270 72.70%
Human Ether-a-go-go-Related Gene inhibition - 0.5573 55.73%
Micronuclear - 0.7041 70.41%
Hepatotoxicity - 0.8842 88.42%
skin sensitisation - 0.9105 91.05%
Respiratory toxicity - 0.6556 65.56%
Reproductive toxicity - 0.6111 61.11%
Mitochondrial toxicity - 0.8250 82.50%
Nephrotoxicity - 0.6132 61.32%
Acute Oral Toxicity (c) III 0.5105 51.05%
Estrogen receptor binding - 0.8884 88.84%
Androgen receptor binding - 0.5394 53.94%
Thyroid receptor binding - 0.6615 66.15%
Glucocorticoid receptor binding - 0.6973 69.73%
Aromatase binding - 0.8516 85.16%
PPAR gamma - 0.5577 55.77%
Honey bee toxicity - 0.8488 84.88%
Biodegradation - 0.5750 57.50%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity - 0.6856 68.56%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.19% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.04% 96.09%
CHEMBL2581 P07339 Cathepsin D 91.81% 98.95%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 89.22% 94.62%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.51% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 86.85% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 83.65% 86.33%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.02% 95.50%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 82.76% 94.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 82.75% 95.56%
CHEMBL3891 P07384 Calpain 1 82.56% 93.04%
CHEMBL221 P23219 Cyclooxygenase-1 81.11% 90.17%
CHEMBL5678 P34947 G protein-coupled receptor kinase 5 80.95% 88.00%

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.
Perilla frutescens

Cross-Links

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PubChem 10956572
NPASS NPC37714
ChEMBL CHEMBL1170453