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Jervine

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Name

Jervine

EINECS
CAS No. 469-59-0 Density 1.18g/cm3
Solubility Melting Point 242- 244°C
Formula C27H39 N O3 Boiling Point 592°Cat760mmHg
Molecular Weight 425.67 Flash Point 311.8°C
Transport Information Appearance
Safety Poison by ingestion, intravenous, and subcutaneous routes. An experimental teratogen. Experimental reproductive effects. A natural toxin found in some plants. When heated to decomposition it emits toxic fumes of NOx. Risk Codes 22
Molecular Structure Molecular Structure of 469-59-0 (Spiro[9H-benzo[a]fluorene-9,2'(3'H)-furo[3,2-b]pyridin]-11(1H)-one,2,3,3'a,4,4',5',6,6',6a,6b,7,7',7'a,8,11a,11b-hexadecahydro-3-hydroxy-3',6',10,11b-tetramethyl-,(2'R,3S,3'R,3'aS,6'S,6aS,6bS,7'aR,11aS,11bR)-) Hazard Symbols
Synonyms

Jervine(8CI); Veratraman-11-one, 17,23-epoxy-3-hydroxy-, (3b,23b)-; Jervin; NSC 23898; NSC 7520;Spiro[9H-benzo[a]fluorene-9,2'(3'H)-furo[3,2-b]pyridin]-11(1H)-one,2,3,3'a,4,4',5',6,6',6a,6b,7,7',7'a,8,11a,11b-hexadecahydro-3-hydroxy-3',6',10,11b-tetramethyl-,[3S-(3a,6aa,6bb,9a(3'S*,3'aR*,6'R*,7'aS*),11ab,11ba)]-

 

Jervine Chemical Properties

IUPAC:  3-Hydroxy-3',6',10,11b-tetramethylspiro[1,2,3,4,6,6a,6b,7,8,11a-decahydrobenzo[a]fluorene-9,2'-3a,4,5,6,7,7a-hexahydro-3H-furo[3,2-b]pyridine]-11-one
 Jervine with CAS NO.of  469-59-0 is also called for 4-27-00-03590 (Beilstein Handbook Reference) ; BRN 0059109 ; EINECS 207-417-9 ; HSDB 3502 ; Iervin ; Jerwiny ; NSC 23898 ; NSC 7520 ; Spiro(9H-benzo(a)fluorene-9,2'(3'H)-furo(3,2-b)-pyridin)- ; 11(1H)-one, 2,3,3'a,4,4',5',6,6',6a,6b,7,7',7'a,8,11a,11b-hexadecahydro-3-hydroxy-3',6',10, 11B-tetramethyl- ; Veratraman-11-one, 17,23-epoxy-3-hydroxy-, (3beta,23beta)- and so on.
CAS: 469-59-0
Molecular Formula: C27H39NO3
Molecular Weight: 425.6
EINECS: 207-417-9
ACD/LogP: 3.46 
ACD/LogD (pH 5.5): 0.36 
ACD/LogD (pH 7.4): 0.66 
ACD/BCF (pH 5.5): 1 
ACD/BCF (pH 7.4): 1 
ACD/KOC (pH 5.5): 1.46 
ACD/KOC (pH 7.4): 2.92 
H bond acceptors: 4 
H bond donors: 2 
Freely Rotating Bonds: 1 
Heavy Atom Count: 31
Formal Charge: 0
Complexity: 876
Isotope Atom Count: 0
Defined Atom StereoCenter Count: 0
Undefined Atom StereoCenter Count: 10
Defined Bond StereoCenter Count: 0
Undefined Bond StereoCenter Count: 0
Covalently-Bonded Unit Count: 1
Index of Refraction: 1.59 
Molar Refractivity: 120.83 cm3 
Molar Volume: 357.7 cm3   
Surface Tension: 48.8 dyne/cm 
Density: 1.18 g/cm
Flash Point: 311.8°C 
Enthalpy of Vaporization: 101.34 kJ/mol 
Boiling Point: 592°C at 760 mmHg 
Vapour Pressure: 1.75E-16 mmHg at 25°C
The appearance of  Jervine (CAS NO.469-59-0)  is white crystalline solid.
The molecular structure of  Jervine with CAS NO.of 469-59-0
 

Jervine Production

 Jervine (CAS NO.469-59-0) is a steroidal alkaloid which is derived from the veratrum plant genus.

Jervine Toxicity Data With Reference

1.    

orl-rbt TDLo:66,700 µg/kg (female 7D post):TER

    PSEBAA    Proceedings of the Society for Experimental Biology and Medicine. 136 (1971),1174.
2.    

orl-rat LDLo:240 mg/kg

    PSEBAA    Proceedings of the Society for Experimental Biology and Medicine. 149 (1975),302.
3.    

orl-mus LDLo:180 mg/kg

    PSEBAA    Proceedings of the Society for Experimental Biology and Medicine. 149 (1975),302.
4.    

scu-mus LD50:29 mg/kg

    JPETAB    Journal of Pharmacology and Experimental Therapeutics. 113 (1955),89.
5.    

ivn-mus LD50:9300 µg/kg

    JPETAB    Journal of Pharmacology and Experimental Therapeutics. 82 (1944),167.
6.    

orl-ham LDLo:80 mg/kg

    TJADAB    Teratology, A Journal of Abnormal Development. 17 (1978),327.

Jervine Safety Profile

Poison by ingestion, intravenous, and subcutaneous routes. An experimental teratogen. Experimental reproductive effects. A natural toxin found in some plants. When heated to decomposition it emits toxic fumes of NOx.
Hazard Codes:  Xn Harmful
Risk Statements:  22 
R22:Harmful if swallowed.
RIDADR:  UN 2811 6.1/PG 3
WGK Germany:  3
RTECS:  WG9700000

Jervine Specification

1.Removal in wastewater treatment of Jervine (CAS NO.469-59-0):
Total removal:23.33  percent
Total biodegradation:0.27  percent
Total sludge adsorption:23.06  percent
Total to air:0.00  percent
(using 10000 hr Bio P,A,S)
2.Physiological effects
 Jervine (CAS NO.469-59-0) is a potent teratogen causing birth defects in vertebrates. In severe cases it can cause cyclopia and holoprosencephaly. Similar to cyclopamine, which also occurs in the veratrum genus, it is a teratogen implicated in birth defects when consumed by animals during a certain period of their gestation.
3.Mechanism of action
 The biological activity of  Jervine (CAS NO.469-59-0) is mediated via its interaction with the 7 pass trans membrane protein smoothened. Jervine binds with and inhibits smoothened, when smoothened inhibited, the GLI1 trancription cannot be activated and hedgehog target genes cannot be transcribed.

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