Diarctigenin
PubChem CID: 16215736
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| Compound Synonyms | diarctigenin, (-)-Diarctigenin, Diarctigenin, (-)-, UNII-HC1O9LXQ32, HC1O9LXQ32, 160433-41-0, 2(3H)-Furanone, 3,3'-((6,6'-dihydroxy-5,5'-dimethoxy(1,1'-biphenyl)-3,3'-diyl)bis(methylene))bis(dihydro-4-((3,4-dimethoxyphenyl)methyl)-, (3R-(3alpha(3'r*,4'r*),4beta))-, (3R,4R)-4-[(3,4-dimethoxyphenyl)methyl]-3-[[3-[5-[[(3R,4R)-4-[(3,4-dimethoxyphenyl)methyl]-2-oxooxolan-3-yl]methyl]-2-hydroxy-3-methoxyphenyl]-4-hydroxy-5-methoxyphenyl]methyl]oxolan-2-one, 2(3H)-FURANONE, 3,3'-((6,6'-DIHYDROXY-5,5'-DIMETHOXY(1,1'-BIPHENYL)-3,3'-DIYL)BIS(METHYLENE))BIS(DIHYDRO-4-((3,4-DIMETHOXYPHENYL)METHYL)-, (3R-(3.ALPHA.(3'R*,4'R*),4.BETA.))-, DTXSID90166881, (3R,4R)-4-((3,4-dimethoxyphenyl)methyl)-3-((3-(5-(((3R,4R)-4-((3,4-dimethoxyphenyl)methyl)-2-oxooxolan-3-yl)methyl)-2-hydroxy-3-methoxyphenyl)-4-hydroxy-5-methoxyphenyl)methyl)oxolan-2-one, DTXCID3089372, Q27279847 |
|---|---|
| Ghose Rule | False |
| Classyfire Kingdom | Organic compounds |
| Topological Polar Surface Area | 148.0 |
| Hydrogen Bond Donor Count | 2.0 |
| Pfizer 3 75 Rule | False |
| Scaffold Graph Level | CC1CCC(CC2CCCCC2)C1CC1CCCC(C2CCCC(CC3C(C)CCC3CC3CCCCC3)C2)C1 |
| Np Classifier Class | Dibenzylbutyrolactone lignans |
| Deep Smiles | COcccC[C@H]C=O)OC[C@@H]5Ccccccc6)OC)))OC)))))))))))))ccc6O))cccC[C@H]C=O)OC[C@@H]5Ccccccc6)OC)))OC)))))))))))))ccc6O))OC |
| Heavy Atom Count | 54.0 |
| Classyfire Class | Furanoid lignans |
| Description | Diarctigenin is a member of the class of compounds known as dibenzylbutyrolactone lignans. Dibenzylbutyrolactone lignans are lignan compounds containing a 3,4-dibenzyloxolan-2-one moiety. Diarctigenin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Diarctigenin can be found in burdock, which makes diarctigenin a potential biomarker for the consumption of this food product. |
| Scaffold Graph Node Level | OC1OCC(CC2CCCCC2)C1CC1CCCC(C2CCCC(CC3C(CC4CCCCC4)COC3O)C2)C1 |
| Classyfire Subclass | Tetrahydrofuran lignans |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 1110.0 |
| Database Name | cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem |
| Defined Atom Stereocenter Count | 4.0 |
| Iupac Name | (3R,4R)-4-[(3,4-dimethoxyphenyl)methyl]-3-[[3-[5-[[(3R,4R)-4-[(3,4-dimethoxyphenyl)methyl]-2-oxooxolan-3-yl]methyl]-2-hydroxy-3-methoxyphenyl]-4-hydroxy-5-methoxyphenyl]methyl]oxolan-2-one |
| Prediction Hob | 0.0 |
| Class | Furanoid lignans |
| Veber Rule | False |
| Classyfire Superclass | Lignans, neolignans and related compounds |
| Xlogp | 6.9 |
| Superclass | Lignans, neolignans and related compounds |
| Subclass | Tetrahydrofuran lignans |
| Gsk 4 400 Rule | False |
| Molecular Formula | C42H46O12 |
| Scaffold Graph Node Bond Level | O=C1OCC(Cc2ccccc2)C1Cc1cccc(-c2cccc(CC3C(=O)OCC3Cc3ccccc3)c2)c1 |
| Prediction Swissadme | 0.0 |
| Inchi Key | XYMRYKOVQDOJFH-VZNYXHRGSA-N |
| Silicos It Class | Insoluble |
| Fcsp3 | 0.3809523809523809 |
| Logs | -5.295 |
| Rotatable Bond Count | 15.0 |
| Logd | 3.874 |
| Synonyms | (-)-Diarctigenin, diarctigenin |
| Esol Class | Poorly soluble |
| Functional Groups | COC(C)=O, cO, cOC |
| Compound Name | Diarctigenin |
| Kingdom | Organic compounds |
| Prediction Hob Swissadme | 0.0 |
| Exact Mass | 742.299 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 742.299 |
| Hydrogen Bond Acceptor Count | 12.0 |
| Molecular Weight | 742.8 |
| Gi Absorption | False |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 4.0 |
| Total Bond Stereocenter Count | 0.0 |
| Molecular Framework | Aromatic heteromonocyclic compounds |
| Lipinski Rule Of 5 | False |
| Esol | -8.11876048888889 |
| Inchi | InChI=1S/C42H46O12/c1-47-33-9-7-23(17-35(33)49-3)11-27-21-53-41(45)29(27)13-25-15-31(39(43)37(19-25)51-5)32-16-26(20-38(52-6)40(32)44)14-30-28(22-54-42(30)46)12-24-8-10-34(48-2)36(18-24)50-4/h7-10,15-20,27-30,43-44H,11-14,21-22H2,1-6H3/t27-,28-,29+,30+/m0/s1 |
| Smiles | COC1=C(C=C(C=C1)C[C@H]2COC(=O)[C@@H]2CC3=CC(=C(C(=C3)OC)O)C4=C(C(=CC(=C4)C[C@@H]5[C@H](COC5=O)CC6=CC(=C(C=C6)OC)OC)OC)O)OC |
| Nring | 6.0 |
| Np Classifier Biosynthetic Pathway | Shikimates and Phenylpropanoids |
| Defined Bond Stereocenter Count | 0.0 |
| Egan Rule | False |
| Taxonomy Direct Parent | Dibenzylbutyrolactone lignans |
| Np Classifier Superclass | Lignans |
- 1. Outgoing r'ship
FOUND_INto/from Arctium Lappa (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all;npass_chem_all