(3S,4R,4aS,6aS,6bR,8aR,12aR,12bS,14aS,14bS)-4,4a,6b,8a,11,11,12b,14a-octamethyldocosahydropicen-3-ol
Friedelan-3Beta-ol
CAS: 16844-71-6
Molecular Formula: C30H52O
(3S,4R,4aS,6aS,6bR,8aR,12aR,12bS,14aS,14bS)-4,4a,6b,8a,11,11,12b,14a-octamethyldocosahydropicen-3-ol - Names and Identifiers
| Name | Friedelan-3Beta-ol |
| Synonyms | Epifriedelal epifriedelinol Epifriedelanol Epifriedelinol 3-Epifriedelinol FRIEDELAN-3BETA-OL Friedelan-3Beta-ol LONGAN TRITERPANE A Longan Triterpane A 3beta-Hydroxyfriedelane (3S,4R,4aS,6aS,6bR,8aR,12aR,12bS,14aS,14bS)-4,4a,6b,8a,11,11,12b,14a-octamethyldocosahydropicen-3-ol (3S,4R,4aS,6aS,6aS,6bR,8aR,12aR,14aS,14bS)-4,4a,6a,6b,8a,11,11,14a-octamethyl-1,2,3,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-hexadecahydropicen-3-ol |
| CAS | 16844-71-6 |
| InChI | InChI=1/C30H52O/c1-20-21(31)9-10-22-27(20,5)12-11-23-28(22,6)16-18-30(8)24-19-25(2,3)13-14-26(24,4)15-17-29(23,30)7/h20-24,31H,9-19H2,1-8H3/t20-,21-,22+,23-,24+,26+,27+,28-,29+,30-/m0/s1 |
(3S,4R,4aS,6aS,6bR,8aR,12aR,12bS,14aS,14bS)-4,4a,6b,8a,11,11,12b,14a-octamethyldocosahydropicen-3-ol - Physico-chemical Properties
| Molecular Formula | C30H52O |
| Molar Mass | 428.73 |
| Density | 0.966±0.06 g/cm3(Predicted) |
| Melting Point | 279-283 °C(Solv: chloroform (67-66-3)) |
| Boling Point | 478.3±13.0 °C(Predicted) |
| Specific Rotation(α) | (c, 0.3 in CHCl3)+22 |
| Flash Point | 199.6°C |
| Solubility | Soluble in petroleum ether, chloroform, ethyl acetate and other organic solvents, insoluble in water. |
| Vapor Presure | 3.71E-11mmHg at 25°C |
| Appearance | White needle crystal |
| Color | Off-White |
| pKa | 15.18±0.70(Predicted) |
| Storage Condition | Refrigerator |
| Refractive Index | 1.508 |
| MDL | MFCD04039822 |
| Physical and Chemical Properties | White crystalline powder, soluble in methanol, ethanol, DMSO and other organic solvents, derived from Aster Aster tataricus L. F.. |
(3S,4R,4aS,6aS,6bR,8aR,12aR,12bS,14aS,14bS)-4,4a,6b,8a,11,11,12b,14a-octamethyldocosahydropicen-3-ol - Reference Information
| overview | table cork alcohol can be separated from black elm, malan, etc. Black elm is mainly distributed in China, South Korea and Japan, and is mainly used as an anti-inflammatory drug to treat gonorrhea, mastitis and edema. The natural product extracted from black elm has anti-inflammatory, analgesic and antibacterial effects, as well as anti-gastric cancer, anti-colon cancer and anti-oxidation effects. Black elm contains catechin, catechin glycosides, lignans and new lignans, as well as flavanone alcohols and flavanones. The methanol extract of black elm rhizome bark had the strongest inhibitory effect on senescence, and the epixanol isolated from black elm rhizome bark had an inhibitory effect on adriamycin-induced aging of human dermal fibroblasts (HDF). |
| preparation | the whole plant of Malan is dried and crushed, screened through 20 mesh, 500g is weighed in the reactor, 7000ml of 80% ethanol is added, heated in water bath at 60 ℃, stirred and extracted (reflux extraction, impregnation extraction, or percolation extraction) for 60min, filtered, the extract is collected, and the residue is extracted again under the same conditions, combine the two extracts and concentrate under reduced pressure to remove ethanol. Three times the volume of petroleum ether and ethyl acetate are used to extract twice in turn, and the ethyl acetate extraction part is combined to concentrate to obtain a paste; the paste is separated by a macroporous adsorption resin column, and first is rinsed with water and 20% ethanol in turn to remove impurities., Then elute with 40%-60% ethanol solution, collect ethanol eluate, concentrate under reduced pressure, freeze-dry, and obtain Malan extract T. Determination of extract content: oleanolic acid is used as the standard, and the color development method of vanillin-glacial acetic acid-perchloric acid is used for determination. The triterpenoids content of the product shall not be less than 50%. The content of total triterpenoids determined by Malan triterpenoid extract T was 52.5%, mainly containing xycanone, epixanol, sitosterol, stigmasterol, triterpenoid, spinach ketone and other substances. |
| biological activity | Epifriedelanol is a triterpenoid compound isolated from the root bark of Ulmus davidiana and has anti-tumor activity. Epifriedelanol can inhibit human primitive cell senescence. |
| use | table cork alcohol has the functions of moistening the lungs, eliminating phlegm and relieving cough. used for content determination/identification/pharmacological experiment, etc. |
Last Update：2024-04-09 20:48:19
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(3S,4R,4aS,6aS,6bR,8aR,12aR,12bS,14aS,14bS)-4,4a,6b,8a,11,11,12b,14a-octamethyldocosahydropicen-3-ol
4-(4-氨基-2-三氟甲基苯基)哌嗪-1-羧酸叔丁酯
3-Heptanone, 1-(2-furanyl)-1-hydroxy-6-methyl-
1,4,7,10-四氮杂环十二烷-1,4,7,10-四(甲基磷酸)
4-(4-氨基-2-三氟甲基苯基)哌嗪-1-羧酸叔丁酯
3-Heptanone, 1-(2-furanyl)-1-hydroxy-6-methyl-
1,4,7,10-四氮杂环十二烷-1,4,7,10-四(甲基磷酸)