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Gomisin A

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Name

Gomisin A

EINECS N/A
CAS No. 58546-54-6 Density 1.21 g/cm3
PSA 75.61000 LogP 3.60240
Solubility N/A Melting Point 88.5°C
Formula C23H28O7 Boiling Point 579.7 °C at 760 mmHg
Molecular Weight 416.471 Flash Point 304.4 °C
Transport Information N/A Appearance N/A
Safety 24/25 Risk Codes N/A
Molecular Structure Molecular Structure of 58546-54-6 (Gomisin A) Hazard Symbols N/A
Synonyms

(6S,7S)-1,2,3,13-Tetramethoxy-6,7-dimethyl-5,6,7,8-tetrahydrobenzo[3',4']cycloocta[1',2':4,5]benzo[1,2-d][1,3]dioxol-6-ol;(+)-Gomisin A;Besigomsin;Schisandrol B;Schisantherinol B;Benzo[3,4]cycloocta[1,2-f][1,3]benzodioxol-6-ol,5,6,7,8-tetrahydro-1,2,3,13-tetramethoxy-6,7-dimethyl-, (6S,7S,13aR)-;TJN 101;Wuweizi alcohol B;Wuweizichun B;

 

Gomisin A Specification

The Gomisin A, with the CAS registry number 58546-54-6, is also known as Gomisin A. It belongs to the product category of Miscellaneous Natural Products. This chemical's molecular formula is C23H28O7 and molecular weight is 416.46. What's more, its systematic name is (6S,7S)-1,2,3,13-tetramethoxy-6,7-dimethyl-5,6,7,8-tetrahydrobenzo[3',4']cycloocta[1',2':4,5]benzo[1,2-d][1,3]dioxol-6-ol. Its classification codes are: (1)Anticarcinogenic agents; (2)Antineoplastic Agents; (3)Protective Agents. It should be sealed and stored in a cool, ventilated and dry place. Moreover, it should be protected from water. It is a natural cpd from Schizandra chinensis, plant used as tonic in traditional Chinese medicine. It is used as a chemical reagent.

Physical properties of Gomisin A are: (1)ACD/LogP: 4.77; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.77; (4)ACD/LogD (pH 7.4): 4.77; (5)ACD/BCF (pH 5.5): 2482.9; (6)ACD/BCF (pH 7.4): 2482.9; (7)ACD/KOC (pH 5.5): 9369.3; (8)ACD/KOC (pH 7.4): 9369.3; (9)#H bond acceptors: 7; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 64.61 Å2; (13)Index of Refraction: 1.56; (14)Molar Refractivity: 111.41 cm3; (15)Molar Volume: 344.1 cm3; (16)Polarizability: 44.16×10-24cm3; (17)Surface Tension: 42.5 dyne/cm; (18)Density: 1.21 g/cm3; (19)Flash Point: 304.4 °C; (20)Enthalpy of Vaporization: 91.23 kJ/mol; (21)Boiling Point: 579.7 °C at 760 mmHg; (22)Vapour Pressure: 2.79E-14 mmHg at 25°C.

Preparation: this chemical can be prepared by dibromomethane and met B at the temperature of 60 °C. This reaction will need reagent K2CO3 and solvent dimethylformamide with the reaction time of 1.5 hours. The yield is about 91%.

Gomisin A can be prepared by dibromomethane and met B at the temperature of 60 °C

Uses of Gomisin A: it can be used to produce dibromogomisin A at the ambient temperature. It will need reagent bromine and solvent CHCl3 with the reaction time of 3 hours. The yield is about 85%.

Gomisin A can be used to produce dibromogomisin A at the ambient temperature

You can still convert the following datas into molecular structure:
(1)SMILES: O1c4c(OC1)c(OC)c3c2c(OC)c(OC)c(OC)cc2C[C@@](O)(C)[C@@H](C)Cc3c4
(2)Std. InChI: InChI=1S/C23H28O7/c1-12-7-13-8-16-20(30-11-29-16)22(28-6)17(13)18-14(10-23(12,2)24)9-15(25-3)19(26-4)21(18)27-5/h8-9,12,24H,7,10-11H2,1-6H3/t12-,23-/m0/s1
(3)Std. InChIKey: ZWRRJEICIPUPHZ-MYODQAERSA-N

The toxicity data is as follows:  

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 390mg/kg (390mg/kg) BEHAVIORAL: SLEEP

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Yakugaku Zasshi. Journal of Pharmacy. Vol. 101, Pg. 1030, 1981.
mouse LD50 oral 777mg/kg (777mg/kg) BEHAVIORAL: SLEEP

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Yakugaku Zasshi. Journal of Pharmacy. Vol. 101, Pg. 1030, 1981.
mouse LD50 subcutaneous 500mg/kg (500mg/kg) BEHAVIORAL: SLEEP

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Yakugaku Zasshi. Journal of Pharmacy. Vol. 101, Pg. 1030, 1981.

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