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5-[(1R,2R)-2-[4-[(2S,3R,4R,5S)-5-(1,3-benzodioxol-5-yl)-3,4-dimethyloxolan-2-yl]-3-methoxyphenoxy]-1-hydroxypropyl]-2-methoxyphenol

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 98b5bede-40c5-4a9e-8d9e-a07fcbc23656
Taxonomy Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 7,7-epoxylignans
IUPAC Name 5-[(1R,2R)-2-[4-[(2S,3R,4R,5S)-5-(1,3-benzodioxol-5-yl)-3,4-dimethyloxolan-2-yl]-3-methoxyphenoxy]-1-hydroxypropyl]-2-methoxyphenol
SMILES (Canonical) CC1C(C(OC1C2=CC3=C(C=C2)OCO3)C4=C(C=C(C=C4)OC(C)C(C5=CC(=C(C=C5)OC)O)O)OC)C
SMILES (Isomeric) C[C@@H]1[C@H]([C@H](O[C@@H]1C2=CC3=C(C=C2)OCO3)C4=C(C=C(C=C4)O[C@H](C)[C@@H](C5=CC(=C(C=C5)OC)O)O)OC)C
InChI InChI=1S/C30H34O8/c1-16-17(2)30(38-29(16)20-7-11-25-27(13-20)36-15-35-25)22-9-8-21(14-26(22)34-5)37-18(3)28(32)19-6-10-24(33-4)23(31)12-19/h6-14,16-18,28-32H,15H2,1-5H3/t16-,17-,18-,28+,29+,30+/m1/s1
InChI Key AHFZICPPGBSPAI-BDVHUIKKSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C30H34O8
Molecular Weight 522.60 g/mol
Exact Mass 522.22536804 g/mol
Topological Polar Surface Area (TPSA) 95.80 Ų
XlogP 5.10
Atomic LogP (AlogP) 5.72
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-[(1R,2R)-2-[4-[(2S,3R,4R,5S)-5-(1,3-benzodioxol-5-yl)-3,4-dimethyloxolan-2-yl]-3-methoxyphenoxy]-1-hydroxypropyl]-2-methoxyphenol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9739 97.39%
Caco-2 - 0.7282 72.82%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7566 75.66%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8854 88.54%
OATP1B3 inhibitior + 0.8625 86.25%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.8160 81.60%
P-glycoprotein inhibitior + 0.8520 85.20%
P-glycoprotein substrate - 0.6324 63.24%
CYP3A4 substrate + 0.6333 63.33%
CYP2C9 substrate - 0.5858 58.58%
CYP2D6 substrate - 0.6711 67.11%
CYP3A4 inhibition + 0.6439 64.39%
CYP2C9 inhibition + 0.8782 87.82%
CYP2C19 inhibition + 0.8036 80.36%
CYP2D6 inhibition - 0.5092 50.92%
CYP1A2 inhibition - 0.6537 65.37%
CYP2C8 inhibition - 0.5658 56.58%
CYP inhibitory promiscuity + 0.9079 90.79%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9308 93.08%
Carcinogenicity (trinary) Non-required 0.3823 38.23%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9196 91.96%
Skin irritation - 0.8042 80.42%
Skin corrosion - 0.9662 96.62%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7709 77.09%
Micronuclear + 0.8100 81.00%
Hepatotoxicity - 0.7960 79.60%
skin sensitisation - 0.8318 83.18%
Respiratory toxicity + 0.6667 66.67%
Reproductive toxicity + 0.6778 67.78%
Mitochondrial toxicity + 0.5625 56.25%
Nephrotoxicity - 0.6259 62.59%
Acute Oral Toxicity (c) III 0.6602 66.02%
Estrogen receptor binding + 0.8162 81.62%
Androgen receptor binding + 0.6284 62.84%
Thyroid receptor binding + 0.6669 66.69%
Glucocorticoid receptor binding + 0.7385 73.85%
Aromatase binding + 0.5246 52.46%
PPAR gamma + 0.7162 71.62%
Honey bee toxicity - 0.8429 84.29%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.6700 67.00%
Fish aquatic toxicity + 0.9487 94.87%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.82% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.58% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.54% 85.14%
CHEMBL2581 P07339 Cathepsin D 95.49% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.64% 97.09%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 94.39% 99.15%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.16% 94.45%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 94.12% 94.80%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 92.86% 96.09%
CHEMBL2535 P11166 Glucose transporter 92.53% 98.75%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 92.50% 92.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.35% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.06% 86.33%
CHEMBL4208 P20618 Proteasome component C5 91.88% 90.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 91.21% 95.89%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.34% 99.17%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 89.55% 100.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 89.05% 96.77%
CHEMBL3438 Q05513 Protein kinase C zeta 88.05% 88.48%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.35% 95.89%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 86.45% 97.14%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.79% 89.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.71% 90.71%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 84.35% 82.67%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.77% 97.33%
CHEMBL3231 Q13464 Rho-associated protein kinase 1 81.81% 95.55%
CHEMBL4444 P04070 Vitamin K-dependent protein C 80.29% 93.89%
CHEMBL2146302 O94925 Glutaminase kidney isoform, mitochondrial 80.25% 100.00%

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.
Saururus chinensis

Cross-Links

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PubChem 101263259
NPASS NPC206603
LOTUS LTS0081104
wikiData Q104400153