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(1R,2R)-1-(3,4-dimethoxyphenyl)-2-[4-[(1S,2S,3S,5S)-5-[4-[(1R,2R)-2-(3,4-dimethoxyphenyl)-2-hydroxy-1-methyl-ethoxy]-3-methoxy-phenyl]-1,2-dimethyl-4,6-dioxabicyclo[3.1.0]hexan-3-yl]-2-methoxy-phenoxy]propan-1-ol

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 e883b53f-1e9e-4bf6-a1c0-04d776c50769
Taxonomy Lignans, neolignans and related compounds > Dibenzylbutane lignans
IUPAC Name (1R,2R)-1-(3,4-dimethoxyphenyl)-2-[4-[(1S,3S,4S,5S)-1-[4-[(1R,2R)-1-(3,4-dimethoxyphenyl)-1-hydroxypropan-2-yl]oxy-3-methoxyphenyl]-4,5-dimethyl-2,6-dioxabicyclo[3.1.0]hexan-3-yl]-2-methoxyphenoxy]propan-1-ol
SMILES (Canonical) CC1C(OC2(C1(O2)C)C3=CC(=C(C=C3)OC(C)C(C4=CC(=C(C=C4)OC)OC)O)OC)C5=CC(=C(C=C5)OC(C)C(C6=CC(=C(C=C6)OC)OC)O)OC
SMILES (Isomeric) C[C@H]1[C@H](O[C@@]2([C@]1(O2)C)C3=CC(=C(C=C3)O[C@H](C)[C@@H](C4=CC(=C(C=C4)OC)OC)O)OC)C5=CC(=C(C=C5)O[C@H](C)[C@@H](C6=CC(=C(C=C6)OC)OC)O)OC
InChI InChI=1S/C42H50O12/c1-23-40(28-13-17-32(36(21-28)49-9)51-24(2)38(43)26-11-15-30(45-5)34(19-26)47-7)53-42(41(23,4)54-42)29-14-18-33(37(22-29)50-10)52-25(3)39(44)27-12-16-31(46-6)35(20-27)48-8/h11-25,38-40,43-44H,1-10H3/t23-,24+,25+,38-,39-,40-,41-,42-/m0/s1
InChI Key JEWILSUPZXAHPJ-YZUAVVKRSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C42H50O12
Molecular Weight 746.80 g/mol
Exact Mass 746.33022703 g/mol
Topological Polar Surface Area (TPSA) 136.00 Ų
XlogP 5.80
Atomic LogP (AlogP) 7.09
H-Bond Acceptor 12
H-Bond Donor 2
Rotatable Bonds 16

Synonyms

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(1R,2R)-1-(3,4-dimethoxyphenyl)-2-[4-[(1S,2S,3S,5S)-5-[4-[(1R,2R)-2-(3,4-dimethoxyphenyl)-2-hydroxy-1-methyl-ethoxy]-3-methoxy-phenyl]-1,2-dimethyl-4,6-dioxabicyclo[3.1.0]hexan-3-yl]-2-methoxy-phenoxy]propan-1-ol

2D Structure

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2D Structure of (1R,2R)-1-(3,4-dimethoxyphenyl)-2-[4-[(1S,2S,3S,5S)-5-[4-[(1R,2R)-2-(3,4-dimethoxyphenyl)-2-hydroxy-1-methyl-ethoxy]-3-methoxy-phenyl]-1,2-dimethyl-4,6-dioxabicyclo[3.1.0]hexan-3-yl]-2-methoxy-phenoxy]propan-1-ol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9111 91.11%
Caco-2 - 0.8319 83.19%
Blood Brain Barrier - 0.6500 65.00%
Human oral bioavailability + 0.5143 51.43%
Subcellular localzation Mitochondria 0.7624 76.24%
OATP2B1 inhibitior - 0.5602 56.02%
OATP1B1 inhibitior + 0.8601 86.01%
OATP1B3 inhibitior + 0.8887 88.87%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.9935 99.35%
P-glycoprotein inhibitior + 0.7919 79.19%
P-glycoprotein substrate + 0.5980 59.80%
CYP3A4 substrate + 0.5997 59.97%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.7131 71.31%
CYP3A4 inhibition - 0.5801 58.01%
CYP2C9 inhibition - 0.7286 72.86%
CYP2C19 inhibition - 0.5000 50.00%
CYP2D6 inhibition - 0.8206 82.06%
CYP1A2 inhibition - 0.8779 87.79%
CYP2C8 inhibition - 0.5909 59.09%
CYP inhibitory promiscuity + 0.6130 61.30%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Danger 0.4978 49.78%
Eye corrosion - 0.9883 98.83%
Eye irritation - 0.8940 89.40%
Skin irritation - 0.7876 78.76%
Skin corrosion - 0.9519 95.19%
Ames mutagenesis - 0.7000 70.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3601 36.01%
Micronuclear + 0.7000 70.00%
Hepatotoxicity - 0.7850 78.50%
skin sensitisation - 0.8682 86.82%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.6444 64.44%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.6988 69.88%
Acute Oral Toxicity (c) III 0.5248 52.48%
Estrogen receptor binding + 0.8035 80.35%
Androgen receptor binding + 0.7743 77.43%
Thyroid receptor binding + 0.6536 65.36%
Glucocorticoid receptor binding + 0.7442 74.42%
Aromatase binding + 0.6400 64.00%
PPAR gamma + 0.7456 74.56%
Honey bee toxicity - 0.7351 73.51%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.5800 58.00%
Fish aquatic toxicity + 0.9168 91.68%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 99.24% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.14% 96.09%
CHEMBL2581 P07339 Cathepsin D 95.01% 98.95%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.80% 91.11%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 92.80% 97.14%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 92.10% 100.00%
CHEMBL4208 P20618 Proteasome component C5 88.36% 90.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.88% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.84% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.99% 86.33%
CHEMBL4306 P22460 Voltage-gated potassium channel subunit Kv1.5 85.74% 94.03%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.63% 96.00%
CHEMBL2535 P11166 Glucose transporter 84.74% 98.75%
CHEMBL241 Q14432 Phosphodiesterase 3A 84.67% 92.94%
CHEMBL2413 P32246 C-C chemokine receptor type 1 84.55% 89.50%
CHEMBL4444 P04070 Vitamin K-dependent protein C 84.49% 93.89%
CHEMBL3492 P49721 Proteasome Macropain subunit 83.50% 90.24%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 81.41% 89.62%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.94% 93.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 80.32% 97.09%

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.
Saururus chinensis

Cross-Links

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PubChem 76310202
NPASS NPC99183
ChEMBL CHEMBL3105547
LOTUS LTS0134790
wikiData Q105126477