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Dryopteroside

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 34151d22-f1df-4c39-86d9-5d9a4b9c0e46
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name 1-[2,4-dihydroxy-5-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]butan-1-one
SMILES (Canonical) CCCC(=O)C1=C(C(=C(C(=C1O)C2C(C(C(C(O2)CO)O)O)O)O)C)OC3C(C(C(C(O3)CO)O)O)O
SMILES (Isomeric) CCCC(=O)C1=C(C(=C(C(=C1O)[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)C)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
InChI InChI=1S/C23H34O14/c1-3-4-8(26)11-16(30)12(22-19(33)17(31)14(28)9(5-24)35-22)13(27)7(2)21(11)37-23-20(34)18(32)15(29)10(6-25)36-23/h9-10,14-15,17-20,22-25,27-34H,3-6H2,1-2H3/t9-,10-,14-,15-,17+,18+,19-,20-,22+,23+/m1/s1
InChI Key TWUICSRNIRLCQO-YCXHVMDPSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C23H34O14
Molecular Weight 534.50 g/mol
Exact Mass 534.19485575 g/mol
Topological Polar Surface Area (TPSA) 247.00 Ų
XlogP -2.00
Atomic LogP (AlogP) -2.92
H-Bond Acceptor 14
H-Bond Donor 10
Rotatable Bonds 8

Synonyms

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1-[2,4-dihydroxy-5-methyl-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]butan-1-one

2D Structure

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2D Structure of Dryopteroside

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6005 60.05%
Caco-2 - 0.8576 85.76%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.8373 83.73%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7658 76.58%
OATP1B3 inhibitior + 0.9351 93.51%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.8480 84.80%
P-glycoprotein inhibitior - 0.6226 62.26%
P-glycoprotein substrate - 0.8119 81.19%
CYP3A4 substrate + 0.6001 60.01%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8611 86.11%
CYP3A4 inhibition - 0.9063 90.63%
CYP2C9 inhibition - 0.6995 69.95%
CYP2C19 inhibition - 0.8583 85.83%
CYP2D6 inhibition - 0.9399 93.99%
CYP1A2 inhibition - 0.7497 74.97%
CYP2C8 inhibition + 0.4764 47.64%
CYP inhibitory promiscuity - 0.6892 68.92%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.7035 70.35%
Eye corrosion - 0.9903 99.03%
Eye irritation - 0.8919 89.19%
Skin irritation - 0.8406 84.06%
Skin corrosion - 0.9566 95.66%
Ames mutagenesis - 0.6119 61.19%
Human Ether-a-go-go-Related Gene inhibition + 0.7248 72.48%
Micronuclear - 0.7126 71.26%
Hepatotoxicity - 0.8000 80.00%
skin sensitisation - 0.8842 88.42%
Respiratory toxicity - 0.5667 56.67%
Reproductive toxicity + 0.5222 52.22%
Mitochondrial toxicity - 0.6500 65.00%
Nephrotoxicity - 0.8421 84.21%
Acute Oral Toxicity (c) III 0.7367 73.67%
Estrogen receptor binding + 0.6085 60.85%
Androgen receptor binding - 0.5155 51.55%
Thyroid receptor binding - 0.5727 57.27%
Glucocorticoid receptor binding - 0.5000 50.00%
Aromatase binding - 0.5000 50.00%
PPAR gamma - 0.5181 51.81%
Honey bee toxicity - 0.8939 89.39%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.7355 73.55%
Fish aquatic toxicity + 0.7954 79.54%

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 95.59% 91.11%
CHEMBL2581 P07339 Cathepsin D 93.18% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.44% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.38% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.93% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 87.32% 94.73%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.19% 93.56%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 86.81% 96.21%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.56% 95.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.00% 99.23%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 80.91% 96.00%

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.
Dryopteris crassirhizoma

Cross-Links

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PubChem 11649492
LOTUS LTS0200141
wikiData Q105266118