Saikosaponin C

C₄₈H₇₈O₁₇CAS 20736-08-7927.14 g/mol

Open in Covalent MOL file

Acetal Alcohol Alkene Ether

Properties

Molecular formula: C₄₈H₇₈O₁₇
Molar mass: 927.14 g/mol
Exact mass: 926.5239 Da
Melting point: 310–314 °C
logP: 0.63Crippen estimate
Polar surface area: 266.9 Å²
H-bond donors / acceptors: 10 / 17
Rotatable bonds: 8
Stereocentres: S, S, S, R, R, R, S, S, R, S, S, R, S, S, R, R, R, R, R, S, S, R, R, R, Rin SMILES atom order

Hazards

Warning

H315 Causes skin irritation100% of notifiers
H319 Causes serious eye irritation100% of notifiers
H335 May cause respiratory irritation100% of notifiers

Aggregated from 39 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501

Identifiers

CAS number

20736-08-7

SMILES

C[C@@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O[C@H]3CC[C@]4(C)[C@H]5C=C[C@]67OC[C@@]8(CCC(C)(C)C[C@H]86)[C@@H](O)C[C@@]7(C)[C@]5(C)CC[C@H]4C3(C)C)O[C@@H]2CO[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@H](O)[C@H]1O

InChIKey

VJEMOEYSQDKAQF-JDRYWMLESA-N

InChI

InChI=1S/C48H78O17/c1-22-30(51)32(53)36(57)40(61-22)65-38-24(20-59-39-35(56)33(54)31(52)23(19-49)62-39)63-41(37(58)34(38)55)64-29-11-12-44(6)25(43(29,4)5)9-13-45(7)26(44)10-14-48-27-17-42(2,3)15-16-47(27,21-60-48)28(50)18-46(45,48)8/h10,14,22-41,49-58H,9,11-13,15-21H2,1-8H3/t22-,23+,24+,25-,26+,27+,28-,29-,30-,31+,32+,33-,34+,35+,36+,37+,38+,39+,40-,41-,44-,45+,46-,47+,48-/m0/s1

Characterization data

Calculated from the structure, in the form journals print them.

¹H NMR

Predicted ¹H NMR (400 MHz, CDCl₃) δ 6.04 (d, J = 7.0 Hz, 1H), 6.04 (d, J = 7.0 Hz, 1H), 6.04 (d, J = 7.0 Hz, 1H), 5.92 (dd, J = 10.0, 6.8 Hz, 1H), 5.61 (d, J = 10.0 Hz, 1H), 4.74 (m, J = 7.0 Hz, 1H), 4.74 (m, J = 7.0 Hz, 1H), 4.74 (m, J = 7.0 Hz, 1H), 4.72 (m, J = 7.0 Hz, 1H), 4.72 (m, J = 7.0 Hz, 1H), 4.69 (m, J = 7.0 Hz, 1H), 4.41 (m, J = 7.0 Hz, 1H), 4.41 (t, J = 7.0 Hz, 1H), 4.35 (m, J = 7.0 Hz, 1H), 4.29 (q, J = 7.0 Hz, 1H), 3.99 (quint, J = 7.0 Hz, 1H), 3.99 (t, J = 7.0 Hz, 1H), 3.95 (d, J = 7.0 Hz, 2H), 3.90 (t, J = 7.0 Hz, 1H), 3.78 (d, J = 7.0 Hz, 2H), 3.76 (s, 2H), 3.48 (t, J = 7.0 Hz, 1H), 2.18 (d, J = 6.8 Hz, 1H), 2.00 (br s, 1H), 2.00 (br s, 1H), 2.00 (br s, 1H), 2.00 (br s, 1H), 2.00 (br s, 1H), 2.00 (br s, 1H), 2.00 (br s, 1H), 2.00 (br s, 1H), 2.00 (br s, 1H), 2.00 (br s, 1H), 1.95 (t, J = 7.0 Hz, 1H), 1.79 (d, J = 7.0 Hz, 2H), 1.76 (q, J = 7.0 Hz, 2H), 1.43 (t, J = 7.0 Hz, 2H), 1.43 (m, J = 7.0 Hz, 2H), 1.43 (m, J = 7.0 Hz, 2H), 1.43 (d, J = 7.0 Hz, 2H), 1.43 (m, J = 7.0 Hz, 2H), 1.43 (m, J = 7.0 Hz, 2H), 1.43 (m, J = 7.0 Hz, 1H), 1.19 (d, J = 7.0 Hz, 3H), 0.86 (s, 3H), 0.86 (s, 6H), 0.86 (s, 3H), 0.86 (s, 3H), 0.86 (s, 6H).

¹³C NMR

Predicted ¹³C NMR (101 MHz, CDCl₃) δ 134.1, 123.7, 123.7, 123.7, 122.0, 118.0, 92.9, 89.1, 85.7, 81.1, 79.7, 78.6, 78.6, 78.1, 78.1, 77.9, 77.7, 77.6, 77.6, 77.3, 74.6, 70.0, 69.7, 68.9, 67.9, 67.4, 65.9, 62.5, 61.1, 56.9, 48.9, 45.7, 43.7, 40.9, 38.7, 38.7, 37.9, 34.4, 27.9, 27.9, 27.2, 21.3, 19.4, 19.2, 14.9, 13.0.

[M + H]+

[M + H]+ Calcd for C48H79O17 927.5312

[M + Na]+

[M + Na]+ Calcd for C48H78NaO17 949.5131

[M − H]−

[M − H]− Calcd for C48H77O17 925.5166

Elemental analysis

Anal. Calcd for C48H78O17: C, 62.18; H, 8.48.

Weigh it out

Type any one amount. The others follow from the molar mass.

Names and synonyms

3 names

β-D-Glucopyranoside, (3β,16β)-13,28-epoxy-16-hydroxyolean-11-en-3-yl O-6-deoxy-α-L-mannopyranosyl-(1→4)-O-[β-D-glucopyranosyl-(1→6)]-
Oleanane, β-D-glucopyranoside deriv.
(3β,16β)-13,28-Epoxy-16-hydroxyolean-11-en-3-yl O-6-deoxy-α-L-mannopyranosyl-(1→4)-O-[β-D-glucopyranosyl-(1→6)]-β-D-glucopyranoside

Work with Saikosaponin C

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Similar compounds

Saikosaponin A20736-09-877 % similar Saikosaponin D20874-52-677 % similar Saikosaponin F62687-63-262 % similar Hederacolchiside A1106577-39-349 % similar Raddeanoside R8124961-61-149 % similar Hederasaponin B36284-77-248 % similar Raddeanin A89412-79-348 % similar Kudinoside D173792-61-546 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Elsewhere

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