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ψ
Spirostans
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Definition
: Cholestane derivatives containing a fused lactone ring at the 16,17-position and a spiroglycosidic linkage at C-22. Members include sarsaponin, DIOSGENIN and yamogenin.
Examples
Diosgenin
Other names
Spirostenes; Spirostatrienes; Spirostanols; Spirostadienes
Substance
CAS Registry & name
Categories
Source
Drugs
*
(3beta,5alpha,6beta,25R)-
6-
((beta-
D-
glucopyranosyl)oxy)spirostan-
3-
yl O-
beta-
D-
glucopyranosyl-
(1-
2)-
O-
(beta-
D-
glucopyranosyl-
(1-
3))beta-
D-
galactopyranoside
0
*Saponins
*Spirostans.
Fitoterapia. 2011 Dec;82(8):1175-80
21-
nor-
18,27-
dimethyl-
1,2,3-
trihydroxy-
25-
spirost-
4-
en-
19-
oic acid
0
*Spirostans
Sapogenins.
Steroids 2011 Mar;76(4):358-64
25-
spirostan-
3,5,6,19-
tetrol
0
*Spirostans.
Steroids 2010 Mar;75(3):224-9
5alpha-
spirostane-
3beta,23,24-
triol-
3-
O-
(alpha-
L-
rhamnopyranosyl-
(1 -
2))-
(beta-
D-
glucopyranosyl-
(1-
4)-
beta-
D-
galactopyranoside)
0
*Saponins
*Spirostans.
J Asian Nat Prod Res. 2010 Jan;12(1):30-5
ophiopogonin G
0
*Saponins
*Spirostans.
J Asian Nat Prod Res. 2009 Sep;11(9):824-31
ophiopogonin F
0
*Saponins
*Spirostans.
J Asian Nat Prod Res. 2009 Sep;11(9):824-31
(23S,25R)-
6alpha-
((beta-
D-
glucopyranosyl)oxy)-
23-
hydroxy-
5alpha-
spirostan-
3beta -
yl beta -
D-
fucopyranoside
0
*Glycosides
*Spirostans.
Chem Pharm Bull (Tokyo). 2009 Oct;57(10):1161-6
chantrieroside A
0
*Glucosides
*Spirostans.
Chem Pharm Bull (Tokyo). 2009 Oct;57(10):1126-8
indioside F
0
*Glycosides
*Spirostans.
Chem Pharm Bull (Tokyo). 2009 Jul;57(7):747-8
borivilianoside F
0
*Saponins
*Spirostans.
J Nat Prod 2009 Jan;72(1):177-81
borivilianoside G
0
*Saponins
*Spirostans.
J Nat Prod 2009 Jan;72(1):177-81
borivilianoside H
0
*Saponins
*Spirostans.
J Nat Prod 2009 Jan;72(1):177-81
convallasaponin A
0
*Glycosides
*Spirostans.
Chem Pharm Bull (Tokyo) 2007 Feb;55(2):337-9
(22R, 25R)-
20alpha-
spirost-
5-
en-
3beta-
yl hexanoate
0
*Caproates
*Spirostans.
Steroids. 2006 Aug;71(8):725-35
3-
(O-
beta-
D-
glucopyranosyl-
(1-
2)-
O-
(O-
beta-
D-
glucopyranosyl-
(1-
4)-
O-
(O-
beta-
D-
glucopyranosyl-
(1-
6))-
O-
beta-
D-
glucopyranosyl-
(1-
4)-
beta-
D-
galactopyranosyl)-
oxy)-
(3beta,5alpha,25R)-
spirostane
0
*Saponins
*Spirostans.
Nat Prod Res. 2006 Apr;20(4):385-90
spirost-
5-
ene-
1,3,14,15-
tetrol
0
*Spirostans.
Steroids 2006 Feb;71(2):160-4
torvoside L
0
*Spirostans.
Chem Pharm Bull (Tokyo). 2005 Sep;53(9):1122-5
torvoside J
0
*Spirostans.
Chem Pharm Bull (Tokyo). 2005 Sep;53(9):1122-5
torvoside K
0
*Spirostans.
Chem Pharm Bull (Tokyo). 2005 Sep;53(9):1122-5
(23S,25R)-
12alpha,17alpha,23-
trihydroxyspirost-
5-
en-
3beta-
yl O-
alpha-
L-
rhamnopyranosyl-
(1-
2)-
beta-
D-
glucopyranoside
0
*Saponins
*Spirostans.
J Nat Prod 2005 Jul;68(7):1116-20
(23S,25R)-
14alpha,17alpha,23-
trihydroxyspirost-
5-
en-
3beta-
yl O-
alpha-
L-
rhamnopyranosyl-
(12)-
beta-
D-
glucopyranoside
0
*Saponins
*Spirostans.
J Nat Prod 2005 Jul;68(7):1116-20
(23S,24R,25S)-
23,24-
dihydroxyspirost-
5-
en-
3beta-
yl O-
alpha-
L-
rhamnopyranosyl-
(1-
2)-
beta-
D-
glucopyranoside
0
*Saponins
*Spirostans.
J Nat Prod 2005 Jul;68(7):1116-20
aspaoligonin B
0
*Spirostans.
J Nat Prod 2005 May;68(5):766-8
aspaoligonin A
0
*Saponins
*Spirostans.
J Nat Prod 2005 May;68(5):766-8
sansevistatin 2
0
*Saponins
*Spirostans.
J Nat Prod 2005 May;68(5):729-33
sansevistatin 1
0
*Saponins
*Spirostans.
J Nat Prod 2005 May;68(5):729-33
sansevierin A
0
*Saponins
*Spirostans.
J Nat Prod 2005 May;68(5):729-33
aspafilioside D
0
*Spirostans.
J Asian Nat Prod Res. 2005 Feb;7(1):43-7
6alpha-
O-
(beta-
D-
xylopyranosyl-
(1-
3)-
beta-
D-
quinovopyranosyl)-
(25S)-
5alpha-
spirostan-
3beta-
ol
0
*Saponins
*Spirostans.
J Nat Prod 2004 Jun;67(6):938-41
6alpha-
O-
beta-
D-
quinovopyranosyl-
(25S)-
5alpha-
spirostan-
3beta-
ol
0
*Saponins
*Spirostans.
J Nat Prod 2004 Jun;67(6):938-41
asparacosin B
0
*Spirostans.
J Nat Prod 2004 Feb;67(2):194-200
asparacosin A
0
*Spirostans.
J Nat Prod 2004 Feb;67(2):194-200
asparacoside
0
*Saponins
*Spirostans.
J Nat Prod 2004 Feb;67(2):194-200
2,3,23-
trihydroxy-
5-
spirostan-
6-
one
0
*Spirostans.
Steroids 2002 Mar;67(3-4):159-63
2,3-
dihydroxy-
5-
spirostan-
6,23-
dione
0
*Spirostans.
Steroids 2002 Mar;67(3-4):159-63
tigogenin hexasaccharide-
1
0
*Saponins
*Spirostans.
Can J Physiol Pharmacol 2001 Nov;79(11):953-8
tigogenin hexasaccharide-
2
0
*Saponins
*Spirostans.
Can J Physiol Pharmacol 2001 Nov;79(11):953-8
namogenin B
0
*Sapogenins
*Spirostans.
J Nat Prod 2001 Sep;64(9):1127-32
namogenin C
0
*Sapogenins
*Spirostans.
J Nat Prod 2001 Sep;64(9):1127-32
namogenin A
0
*Sapogenins
*Spirostans.
J Nat Prod 2001 Sep;64(9):1127-32
3-
O-
(quinovopyranosyl(1-
6)glucopyranosyl(1-
6)glucopyranosyl)chlorogenin
0
*Saponins
*Spirostans.
Planta Med 2001 Jun;67(4):372-4
5alpha-
spirostane-
12-
one-
3beta-
ol-
3-
O-
beta-
xylopyranosyl(1-
2)-
(beta-
xylopyranosyl(1-
3))-
beta-
glucopyranosyl(1-
4)-
(alpha-
rhamno-
pyranosyl(1-
2))-
beta-
galactopyranoside
0
*Saponins
*Spirostans.
Planta Med 2001 Mar;67(2):196-8
ruscogenin-