Madhucoside B
PubChem CID: 70697914
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| Compound Synonyms | Madhucoside B, CHEBI:66653, 3-O-beta-D-apiofuranosyl(1->2)-beta-D-glucopyranosyl-28-O-{beta-D-xylopyranosyl(1->2)-[alpha-L-rhamnopyranosyl-(1->4)]-beta-D-glucopyranosyl(1->3)-alpha-L-rhamnopyranosyl(1->2)-alpha-L-arabinopyranosyl}protobassic acid, 6-deoxy-alpha-L-mannopyranosyl-(1->4)-[beta-D-xylopyranosyl-(1->2)]-beta-D-glucopyranosyl-(1->3)-6-deoxy-alpha-L-mannopyranosyl-(1->2)-1-O-[(2beta,3beta,6beta)-3-({2-O-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)tetrahydrofuran-2-yl]-beta-D-glucopyranosyl}oxy)-2,6,23-trihydroxy-28-oxoolean-12-en-28-yl]-alpha-L-arabinopyranose, 3-O-b-D-Apiofuranosyl(1->2)-b-D-glucopyranosyl-28-O-(beta-D-xylopyranosyl(1->2)-(a-L-rhamnopyranosyl-(1->4))-b-D-glucopyranosyl(1->3)-a-L-rhamnopyranosyl(1->2)-a-L-arabinopyranosyl)protobassate, 3-O-b-D-Apiofuranosyl(1->2)-b-D-glucopyranosyl-28-O-(beta-D-xylopyranosyl(1->2)-(a-L-rhamnopyranosyl-(1->4))-b-D-glucopyranosyl(1->3)-a-L-rhamnopyranosyl(1->2)-a-L-arabinopyranosyl)protobassic acid, 3-O-b-D-Apiofuranosyl(1->2)-b-D-glucopyranosyl-28-O-{beta-D-xylopyranosyl(1->2)-[a-L-rhamnopyranosyl-(1->4)]-b-D-glucopyranosyl(1->3)-a-L-rhamnopyranosyl(1->2)-a-L-arabinopyranosyl}protobassate, 3-O-b-D-Apiofuranosyl(1->2)-b-D-glucopyranosyl-28-O-{beta-D-xylopyranosyl(1->2)-[a-L-rhamnopyranosyl-(1->4)]-b-D-glucopyranosyl(1->3)-a-L-rhamnopyranosyl(1->2)-a-L-arabinopyranosyl}protobassic acid, 3-O-beta-D-Apiofuranosyl(1->2)-beta-D-glucopyranosyl-28-O-(beta-D-xylopyranosyl(1->2)-(alpha-L-rhamnopyranosyl-(1->4))-beta-D-glucopyranosyl(1->3)-alpha-L-rhamnopyranosyl(1->2)-alpha-L-arabinopyranosyl)protobassate, 3-O-beta-D-Apiofuranosyl(1->2)-beta-D-glucopyranosyl-28-O-(beta-D-xylopyranosyl(1->2)-(alpha-L-rhamnopyranosyl-(1->4))-beta-D-glucopyranosyl(1->3)-alpha-L-rhamnopyranosyl(1->2)-alpha-L-arabinopyranosyl)protobassic acid, 3-O-beta-D-Apiofuranosyl(1->2)-beta-D-glucopyranosyl-28-O-{beta-D-xylopyranosyl(1->2)-[alpha-L-rhamnopyranosyl-(1->4)]-beta-D-glucopyranosyl(1->3)-alpha-L-rhamnopyranosyl(1->2)-alpha-L-arabinopyranosyl}protobassate, 6-deoxy-alpha-L-mannopyranosyl-(1->4)-(beta-D-xylopyranosyl-(1->2))-beta-D-glucopyranosyl-(1->3)-6-deoxy-alpha-L-mannopyranosyl-(1->2)-1-O-((2beta,3beta,6beta)-3-((2-O-((2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)tetrahydrofuran-2-yl)-beta-D-glucopyranosyl)oxy)-2,6,23-trihydroxy-28-oxoolean-12-en-28-yl)-alpha-L-arabinopyranose, 683205-83-6, Q27135271 |
|---|---|
| Ghose Rule | False |
| Classyfire Kingdom | Organic compounds |
| Topological Polar Surface Area | 571.0 |
| Hydrogen Bond Donor Count | 21.0 |
| Pfizer 3 75 Rule | True |
| Scaffold Graph Level | CC(CC1CCCCC1CC1CCCC(CC2CCC(CC3CCCCC3)CC2CC2CCCCC2)C1)C12CCCCC1C1CCC3C4CCC(CC5CCCCC5CC5CCCC5)CC4CCC3C1CC2 |
| Np Classifier Class | Oleanane triterpenoids |
| Deep Smiles | OC[C@H]O[C@@H]O[C@H][C@@H]O)[C@H]O[C@H][C@@H]OC[C@@H][C@@H]6O))O))))OC=O)[C@]CCCC[C@H]6C=CC[C@H][C@@][C@@]6CC%14))C))C)C[C@@H]O)[C@@H][C@]6C)C[C@@H][C@@H][C@@]6C)CO)))O[C@@H]O[C@H]CO))[C@H][C@@H][C@H]6O[C@@H]OC[C@][C@H]5O))O)CO))))))))O))O)))))))O))))))))))))))C)C))))))))))O[C@H][C@@H]6O))C)))))))[C@@H][C@H][C@@H]6O[C@@H]O[C@@H]C)[C@@H][C@H][C@H]6O))O))O)))))))O))O[C@@H]OC[C@H][C@@H][C@H]6O))O))O |
| Heavy Atom Count | 105.0 |
| Classyfire Class | Prenol lipids |
| Scaffold Graph Node Level | OC(OC1OCCCC1OC1CC(OC2OCC(OC3CCCCO3)CC2OC2CCCCO2)CCO1)C12CCCCC1C1CCC3C4CCC(OC5OCCCC5OC5CCCO5)CC4CCC3C1CC2 |
| Classyfire Subclass | Terpene glycosides |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 3010.0 |
| Database Name | cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem |
| Defined Atom Stereocenter Count | 42.0 |
| Iupac Name | [(2S,3R,4S,5S)-3-[(2S,3R,4R,5S,6S)-3,5-dihydroxy-4-[(2S,3R,4S,5S,6R)-4-hydroxy-6-(hydroxymethyl)-5-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-6-methyloxan-2-yl]oxy-4,5-dihydroxyoxan-2-yl] (4aS,6aR,6aS,6bR,8R,8aR,9R,10R,11S,12aR,14bS)-10-[(2R,3R,4S,5S,6R)-3-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-8,11-dihydroxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate |
| Prediction Hob | 0.0 |
| Veber Rule | False |
| Classyfire Superclass | Lipids and lipid-like molecules |
| Xlogp | -6.5 |
| Gsk 4 400 Rule | False |
| Molecular Formula | C69H112O36 |
| Scaffold Graph Node Bond Level | O=C(OC1OCCCC1OC1CC(OC2OCC(OC3CCCCO3)CC2OC2CCCCO2)CCO1)C12CCCCC1C1=CCC3C4CCC(OC5OCCCC5OC5CCCO5)CC4CCC3C1CC2 |
| Prediction Swissadme | 0.0 |
| Inchi Key | GOCQBMDZEDNKSZ-RAJYQNHOSA-N |
| Fcsp3 | 0.9565217391304348 |
| Logs | -5.337 |
| Rotatable Bond Count | 19.0 |
| Logd | 4.519 |
| Synonyms | madhucosides b |
| Functional Groups | CC=C(C)C, CO, CO[C@@H](C)OC, CO[C@H](C)OC, CO[C@H](C)OC(C)=O |
| Compound Name | Madhucoside B |
| Prediction Hob Swissadme | 0.0 |
| Exact Mass | 1516.69 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 1516.69 |
| Hydrogen Bond Acceptor Count | 36.0 |
| Molecular Weight | 1517.6 |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 42.0 |
| Total Bond Stereocenter Count | 0.0 |
| Lipinski Rule Of 5 | False |
| Esol | -3.919137800000003 |
| Inchi | InChI=1S/C69H112O36/c1-25-36(78)41(83)44(86)56(95-25)99-47-34(19-71)98-59(51(45(47)87)101-55-43(85)38(80)31(76)20-92-55)100-48-37(79)26(2)96-57(46(48)88)102-49-39(81)32(77)21-93-58(49)105-62(90)68-13-11-63(3,4)15-28(68)27-9-10-35-64(5)16-30(75)54(65(6,22-72)52(64)29(74)17-67(35,8)66(27,7)12-14-68)104-60-50(42(84)40(82)33(18-70)97-60)103-61-53(89)69(91,23-73)24-94-61/h9,25-26,28-61,70-89,91H,10-24H2,1-8H3/t25-,26-,28-,29+,30-,31+,32-,33+,34+,35+,36-,37-,38-,39-,40+,41+,42-,43+,44+,45-,46+,47+,48+,49+,50+,51+,52+,53-,54-,55-,56-,57-,58-,59-,60-,61-,64+,65-,66+,67+,68-,69+/m0/s1 |
| Smiles | C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H](O[C@H]([C@@H]([C@H]2O)O[C@H]3[C@@H]([C@H]([C@@H](CO3)O)O)O)O[C@@H]4[C@H]([C@@H](O[C@H]([C@@H]4O)O[C@@H]5[C@H]([C@H](CO[C@H]5OC(=O)[C@@]67CC[C@@]8(C(=CC[C@H]9[C@]8(C[C@H]([C@@H]1[C@@]9(C[C@@H]([C@@H]([C@@]1(C)CO)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O[C@H]1[C@@H]([C@](CO1)(CO)O)O)O)C)O)C)[C@@H]6CC(CC7)(C)C)C)O)O)C)O)CO)O)O)O |
| Nring | 6.0 |
| Np Classifier Biosynthetic Pathway | Terpenoids |
| Defined Bond Stereocenter Count | 0.0 |
| Egan Rule | False |
| Np Classifier Superclass | Triterpenoids |
- 1. Outgoing r'ship
FOUND_INto/from Asparagus Setaceus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 2. Outgoing r'ship
FOUND_INto/from Madhuca Indica (Plant) Rel Props:Source_db:npass_chem_all - 3. Outgoing r'ship
FOUND_INto/from Madhuca Longifolia (Plant) Rel Props:Reference:ISBN:9770972795006 - 4. Outgoing r'ship
FOUND_INto/from Plectranthus Amboinicus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all - 5. Outgoing r'ship
FOUND_INto/from Prunus Yedoensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all