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Visnadine
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Name

Visnadine

 EINECS 207-515-1
CAS No. 477-32-7 Density 1.26 g/cm3
PSA 92.04000 LogP 3.52610
Solubility N/A Melting Point 85-88°
Formula C21H24O7 Boiling Point 477.7 °C at 760 mmHg
Molecular Weight 388.417 Flash Point 206.9 °C
Transport Information N/A Appearance N/A
Safety 61 Risk Codes 22-50
Molecular Structure Molecular Structure of 477-32-7 (CARDIN) Hazard Symbols Xn,N
Synonyms

Butanoicacid, 2-methyl-, 10-(acetyloxy)-9,10-dihydro-8,8-dimethyl-2-oxo-2H,8H-benzo[1,2-b:3,4-b']dipyran-9-ylester, [9R-[9a(R*),10a]]-;Butyric acid, 2-methyl-,9-ester with9,10-dihydro-9,10-dihydroxy-8,8-dimethyl-2H,8H-benzo[1,2-b:3,4-b']dipyran-2-oneacetate (8CI);Visnadin (6CI);2H,8H-Benzo[1,2-b:3,4-b']dipyran, butanoic acidderiv.;3,4,5-Trihydroxy-2,2-dimethyl-6-chromanacrylic acid d-lactone 4-acetate3-(2-methylbutyrate);3-(a-Methylbutyryloxy)-4-acetoxy-3,4-dihydroseseline;Cardine;Carduben;Provismine (A);Vibeline;Visnacorin;Visgan;Visnadine;Visnamine;

Article Data 2

Visnadine Specification

The Visnadine, also known as (alpha-Methylbutyryloxy)-3'-acetoxy-4'-dihydro-3',4'-seselin, is the organic compound with the formula C21H24O7. It belongs to the product category of Coumarins. Its EINECS registry number is 207-515-1. With the CAS registry number 477-32-7, its IUPAC name is (9R,10R)-10-(acetyloxy)-8,8-dimethyl-2-oxo-9,10-dihydro-2H,8H-pyrano[2,3-f]chromen-9-yl (2R)-2-methylbutanoate. It was first isolated from bishop's weed, a plant indigenous to the Mediterranean region which has been used for centuries in Egypt as a spasmolytic.

Physical properties of Visnadine: (1)ACD/LogP: 3.90; (2)#H bond acceptors: 7; (3)#Freely Rotating Bonds: 6; (4)Index of Refraction: 1.559; (5)Molar Refractivity: 99.26 cm3; (6)Molar Volume: 307.2 cm3; (7)Surface Tension: 49.5 dyne/cm; (8)Density: 1.26 g/cm3; (9)Flash Point: 206.9 °C; (10)Enthalpy of Vaporization: 74.16 kJ/mol; (11)Boiling Point: 477.7 °C at 760 mmHg; (12)Vapour Pressure: 2.74E-09 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CCC(C)C(=O)OC1C(C2=C(C=CC3=C2OC(=O)C=C3)OC1(C)C)OC(=O)C
(2)Isomeric SMILES: CC[C@@H](C)C(=O)O[C@@H]1[C@@H](C2=C(C=CC3=C2OC(=O)C=C3)OC1(C)C)OC(=O)C
(3)InChI: InChI=1S/C21H24O7/c1-6-11(2)20(24)27-19-18(25-12(3)22)16-14(28-21(19,4)5)9-7-13-8-10-15(23)26-17(13)16/h7-11,18-19H,6H2,1-5H3/t11-,18-,19-/m1/s1
(4)InChIKey: GVBNSPFBYXGREE-CXWAGAITSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LDLo intravenous 20mg/kg (20mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA		 Arzneimittel-Forschung. Drug Research. Vol. 17, Pg. 283, 1967.
dog LDLo oral 200mg/kg (200mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA		 Arzneimittel-Forschung. Drug Research. Vol. 17, Pg. 283, 1967.
mouse LD50 intramuscular 832mg/kg (832mg/kg)   Journal of Drug Research. Vol. 7(2), Pg. 1, 1975.
mouse LD50 oral 2240mg/kg (2240mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA		 Arzneimittel-Forschung. Drug Research. Vol. 17, Pg. 283, 1967.
mouse LD50 subcutaneous > 370mg/kg (370mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA		 Arzneimittel-Forschung. Drug Research. Vol. 17, Pg. 283, 1967.
rabbit LDLo intravenous 50mg/kg (50mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA		 Arzneimittel-Forschung. Drug Research. Vol. 17, Pg. 283, 1967.
rabbit LDLo oral > 600mg/kg (600mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA		 Arzneimittel-Forschung. Drug Research. Vol. 17, Pg. 283, 1967.
rat LD50 oral 1213mg/kg (1213mg/kg)   Journal of Drug Research. Vol. 7(2), Pg. 1, 1975.

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