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9-(4-hydroxy-3,5-dimethoxyphenyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[6,5-f][1,3]benzodioxol-8-one

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 179795c7-831b-4c36-8472-404cd29d8456
Taxonomy Lignans, neolignans and related compounds > Lignan glycosides
IUPAC Name 9-(4-hydroxy-3,5-dimethoxyphenyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[6,5-f][1,3]benzodioxol-8-one
SMILES (Canonical) COC1=CC(=CC(=C1O)OC)C2C3C(CC4=C(C5=C(C=C24)OCO5)OC6C(C(C(C(O6)CO)O)O)O)COC3=O
SMILES (Isomeric) COC1=CC(=CC(=C1O)OC)C2C3C(CC4=C(C5=C(C=C24)OCO5)OC6C(C(C(C(O6)CO)O)O)O)COC3=O
InChI InChI=1S/C27H30O13/c1-34-14-4-10(5-15(35-2)20(14)29)18-12-6-16-25(38-9-37-16)24(13(12)3-11-8-36-26(33)19(11)18)40-27-23(32)22(31)21(30)17(7-28)39-27/h4-6,11,17-19,21-23,27-32H,3,7-9H2,1-2H3
InChI Key HUCNZRPYZDCCEF-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H30O13
Molecular Weight 562.50 g/mol
Exact Mass 562.16864101 g/mol
Topological Polar Surface Area (TPSA) 183.00 Ų
XlogP 0.80
Atomic LogP (AlogP) -0.21
H-Bond Acceptor 13
H-Bond Donor 5
Rotatable Bonds 6

Synonyms

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Compound NP-008102
AKOS040739380
NSC-163026
9-(4-hydroxy-3,5-dimethoxyphenyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[6,5-f][1,3]benzodioxol-8-one

2D Structure

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2D Structure of 9-(4-hydroxy-3,5-dimethoxyphenyl)-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[6,5-f][1,3]benzodioxol-8-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.5958 59.58%
Caco-2 - 0.8576 85.76%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.6367 63.67%
OATP2B1 inhibitior - 0.8677 86.77%
OATP1B1 inhibitior + 0.8257 82.57%
OATP1B3 inhibitior + 0.9648 96.48%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.8041 80.41%
P-glycoprotein inhibitior - 0.6279 62.79%
P-glycoprotein substrate - 0.5085 50.85%
CYP3A4 substrate + 0.6813 68.13%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8420 84.20%
CYP3A4 inhibition - 0.5237 52.37%
CYP2C9 inhibition - 0.8011 80.11%
CYP2C19 inhibition - 0.7261 72.61%
CYP2D6 inhibition - 0.8817 88.17%
CYP1A2 inhibition - 0.9203 92.03%
CYP2C8 inhibition + 0.5838 58.38%
CYP inhibitory promiscuity + 0.6363 63.63%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6053 60.53%
Eye corrosion - 0.9899 98.99%
Eye irritation - 0.9335 93.35%
Skin irritation - 0.8240 82.40%
Skin corrosion - 0.9490 94.90%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5397 53.97%
Micronuclear + 0.7133 71.33%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.8827 88.27%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.7125 71.25%
Nephrotoxicity + 0.5659 56.59%
Acute Oral Toxicity (c) III 0.7719 77.19%
Estrogen receptor binding + 0.8507 85.07%
Androgen receptor binding + 0.6721 67.21%
Thyroid receptor binding + 0.5380 53.80%
Glucocorticoid receptor binding + 0.6439 64.39%
Aromatase binding - 0.5538 55.38%
PPAR gamma + 0.6426 64.26%
Honey bee toxicity - 0.7005 70.05%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.7675 76.75%

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 99.76% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.74% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.42% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.93% 89.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 93.70% 92.62%
CHEMBL2581 P07339 Cathepsin D 93.49% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.36% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.36% 94.45%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.03% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.16% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.89% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.02% 95.89%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.81% 96.61%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 86.35% 96.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 85.17% 97.36%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 84.65% 96.77%
CHEMBL3401 O75469 Pregnane X receptor 83.66% 94.73%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.53% 100.00%
CHEMBL4208 P20618 Proteasome component C5 82.20% 90.00%
CHEMBL2535 P11166 Glucose transporter 80.75% 98.75%
CHEMBL253 P34972 Cannabinoid CB2 receptor 80.18% 97.25%

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.
Podophyllum peltatum

Cross-Links

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PubChem 294474
LOTUS LTS0043020
wikiData Q105033727