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76-66-4

Basic Information
CAS No.: 76-66-4
Name: Rhynchophylline
Article Data: 7
Molecular Structure:
Molecular Structure of 76-66-4 (Rhynchophylline)
Formula: C22H28N2O4
Molecular Weight: 384.475
Synonyms: Corynoxan-16-carboxylicacid, 16,17-didehydro-17-methoxy-2-oxo-, methyl ester, (7b,16E,20a)-;Rhyncophylline (6CI,7CI,8CI);Mitrinermine;NSC 21731;Rhynchophyllin;Spiro[3H-indole-3,1'(5'H)-indolizine]-7'-acetic acid, 6'-ethyl-1,2,2',3',6',7',8',8'a-octahydro-a-(methoxymethylene)-2-oxo-,methyl ester, [1'R-[1'a,6'b,7'a(E),8'ab]]-;18.beta.-Glycyrrhetic acid;Mitrinermin;
Density: 1.23 g/cm3
Melting Point: 216°; mp 197-199° (Ban et al., loc. cit.)
Boiling Point: 560.8 °C at 760 mmHg
Flash Point: 293 °C
Appearance: Red brown or white fine powder
PSA: 67.87000
LogP: 2.77610
Raw Materials
630-94-4
61-54-1
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Specification

The Mitrinermin, with the CAS registry number 76-66-4, has the systematic name of methyl (7β,16E,20α)-16-(methoxymethylidene)-2-oxocorynoxan-17-oate. It belongs to the product category of Alkaloids. And the molecular formula of the chemical is C22H28N2O4.

The characteristics of Mitrinermin are as followings: (1)ACD/LogP: 3.31; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.57; (4)ACD/LogD (pH 7.4): 2.19; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 14.47; (7)ACD/KOC (pH 5.5): 2.71; (8)ACD/KOC (pH 7.4): 112.79; (9)#H bond acceptors: 6; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 59.08 Å2; (13)Index of Refraction: 1.596; (14)Molar Refractivity: 105.57 cm3; (15)Molar Volume: 310.2 cm3; (16)Polarizability: 41.85×10-24cm3; (17)Surface Tension: 52.2 dyne/cm; (18)Density: 1.23 g/cm3; (19)Flash Point: 293 °C; (20)Enthalpy of Vaporization: 84.35 kJ/mol; (21)Boiling Point: 560.8 °C at 760 mmHg; (22)Vapour Pressure: 1.32E-12 mmHg at 25°C. 

Uses of Mitrinermin: It is always used to treat hypertension, and it is also helpful in treating high blood pressure in I and II period. What's more, it also can improve deformation capacity of red blood cells, and restrain the adverse factors on the erythrocyte deformation ability damage.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: O=C2Nc1ccccc1[C@]24[C@H]3N(C[C@@H]([C@@H](C(=C\OC)/C(=O)OC)C3)CC)CC4
(2)InChI: InChI=1/C22H28N2O4/c1-4-14-12-24-10-9-22(17-7-5-6-8-18(17)23-21(22)26)19(24)11-15(14)16(13-27-2)20(25)28-3/h5-8,13-15,19H,4,9-12H2,1-3H3,(H,23,26)/b16-13+/t14-,15-,19-,22+/m0/s1
(3)InChIKey: DAXYUDFNWXHGBE-KAXDATADBC

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 134mg/kg (134mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 94, Pg. 17, 1989.
mouse LD50 intravenous 105mg/kg (105mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 94, Pg. 17, 1989.