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MMP-AC0004 : Beta-sitosterol
COMPOUND INFO
IN-VITRO ACTIVITY (11)
TARGET PROTEIN (2)
2D - STRUCTURE
3D - STRUCTURE
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Compound Name :
Beta-sitosterol
Compound Class :
Steroids
Synonyms :
BETA-SITOSTEROL; Sitosterol; 83-46-5; Cupreol; Quebrachol; 22,23-Dihydrostigmasterol; Azuprostat; Triastonal; Cinchol; Rhamnol; Harzol; beta-Sitosterin; B-Sitosterol; alpha-Dihydrofucosterol; Nimbosterol; Stigmast-5-en-3beta-ol; Sito-Lande; (-)-beta-Sitosterol; (3beta)-Stigmast-5-en-3-ol; Angelicin (steroid); 24alpha-Ethylcholesterol; a-Dihydrofucosterol; .beta.-Sitosterin; .beta.-Sitosterol; Prostasal; NSC8096; (24R)-Stigmast-5-en-3beta-ol; SITOSTEROL, BETA; .alpha.-Dihydrofucosterol; (24R)-Ethylcholest-5-en-3beta-ol; 24.alpha.-Ethylcholesterol; Stigmast-5-en-3-ol; Stigmast-5-en-3.beta.-ol; UNII-S347WMO6M4; Sobatum; CHEMBL221542; S347WMO6M4; Stigmasterol, 22,23-dihydro-; CHEBI:27693; C29H50O;
Compound Extracted from :
Beta-sitosterol
is extracted / reported from
158
Plant(s) of Melghat Flora as below
MA004: Ceratophyllum demersum L.
;
MC002: Ventilago denticulata Willd.
;
MC003: Ampelocissus latifolia (Roxb.) Planch.
;
MC008: Butea superba Roxb.
;
MC013: Bauhinia vahlii Wight & Arn.
;
MC016: Coccinia grandis (L.) Voigt
;
MC020: Momordica dioica Roxb. ex Willd.
;
MC022: Pergularia daemia (Forssk.) Chiov.
;
MC023: Argyreia nervosa (Burm. f.) Bojer
;
MC025: Ipomoea nil (L.) Roth
;
MC028: Ipomoea sepiaria Koenig ex Roxb.
;
MC030: Merremia turpethum (L.) Rendle
;
MC031: Gloriosa superba L.
;
MC033: Macrotyloma uniflorum (Lam.) Verdc.
;
MC036: Momordica balsamina sensu W. & A.
;
MC055: Dioscorea oppositifolia L.
;
MG019: Cynodon dactylon (L.) Pers.
;
MH001: Tinospora cordifolia auct. non (DC). Miers: Hook f. & Thoms.
;
MH009: Hybanthus enneaspermus (L.) F. Muell.
;
MH022: Corchorus aestuans L.
;
MH023: Corchorus fascicularis Lam.
;
MH024: Corchorus olitorius L.
;
MH028: Tribulus terrestris L.
;
MH030: Oxalis corniculata L.
;
MH061: Psoralea corylifolia L.
;
MH062: Rhynchosia minima (L.) DC.
;
MH070: Cassia absus L.
;
MH071: Cassia mimosoides DC.
;
MH073: Cassia tora L.
;
MH076: Ammannia baccifera L.
;
MH082: Cucumis melo L.
;
MH084: Glinus lotoides L.
;
MH085: Glinus oppositifolius (L.) Aug.DC.
;
MH086: Mollugo pentaphylla L.
;
MH087: Trianthema portulacastrum L.
;
MH093: Borreria articularis (L.f.) F.N.Williams
;
MH097: Oldenlandia corymbosa L.
;
MH099: Ageratum conyzoides L.
;
MH104: Blumea laciniata (Wall. ex Roxb.) DC.
;
MH133: Sphaeranthus indicus L.
;
MH134: Spilanthes calva DC.
;
MH137: Tridax procumbens (L.) L.
;
MH138: Vernonia cinerea (L.) Less
;
MH140: Xanthium strumarium L.
;
MH159: Convolvulus arvensis L
;
MH162: Ipomoea eriocarpa R.Br.
;
MH164: Ipomoea pes-tigridis L.
;
MH168: Cuscuta chinensis Lam.
;
MH169: Cuscuta reflexa Roxb.
;
MH173: Physalis minima L.
;
MH174: Solanum nigrum L.
;
MH180: Limnophila indica (L.) Druce
;
MH181: Lindenbergia muraria (Roxb. ex D. Don) Bruhl.
;
MH195: Sesamum indicum L.
;
MH198: Dipteracanthus patulus (Jacq.) Nees
;
MH203: Hygrophila auriculata (Schumach.) Heine
;
MH205: Indoneesiella echioides (L.) Sreemadh
;
MH209: Justicia simplex D. Don
;
MH216: Phyla nodiflora (L.) Greene
;
MH221: Leucas aspera (Willd.) Link
;
MH223: Leucas cephalotes (Roth) Spreng.
;
MH236: Aerva lanata (L.) Juss. ex Schult.
;
MH239: Amaranthus spinosus L.
;
MH241: Alternanthera sessilis (L.) R.Br. ex DC.
;
MH248: Polygonum plebeium R. Br.
;
MH251: Peperomia pellucida (L.) Kunth
;
MH258: Euphorbia hirta L.
;
MH262: Euphorbia thymifolia L.
;
MH266: Girardinia zeylanica Decne.
;
MH272: Blumea lacera (Burm.f.) DC.
;
MH276: Costus speciosus (J. Koenig.) Sm.
;
MH287: Solanum virginianum L.
;
MH293: Commelina benghalensis L.
;
MH299: Murdannia nudiflora (L.) Brenan
;
MH337: Anagallis arvensis L.
;
MH345: Sida rhombifolia Linn
;
MH346: Aerva javanica (Burm. f.) Juss. ex Schult.
;
MH349: Biophytum reinwardtii (Zucc.) Klotzsch
;
MH355: Kyllinga brevifolia Rottb.
;
MH455: Baccharoides anthelmintica (L.) Moench
;
MO002: Vanda tessellata (Roxb.) Hook. ex G.Don
;
MO011: Eulophia ochreata Lindl.
;
MS005: Tamarix troupii Hole
;
MS006: Abelmoschus manihot (L.) Medik.
;
MS007: Abutilon indicum (L.) Sweet
;
MS008: Abutilon pannosum (G. Forst.) Schltdl.
;
MS009: Azanza lampas (Cav.) Alef.
;
MS011: Sida acuta Burm. f.
;
MS012: Sida glutinosa Roxb.
;
MS026: Celastrus paniculatus Willd.
;
MS041: Moghania bracteata (Roxb.) H.L.Li
;
MS045: Tephrosia purpurea (L.) Pers.
;
MS050: Cassia occidentalis L.
;
MS053: Woodfordia fruticosa (L.) Kurz
;
MS054: Ludwigia octovalvis (Jacq.) P.H. Raven
;
MS055: Hamiltonia suaveolens (Roxb.) Roxb.
;
MS066: Holostemma annulare (Roxb.) K. Schumann
;
MS081: Clerodendrum serratum (L.) Moon
;
MS082: Clerodendrum viscosum Vent.
;
MS084: Nyctanthes arbor-tristis L.
;
MS085: Vitex negundo L.
;
MS086: Anisomeles indica (L.) Kuntze
;
MS091: Dendrophthoe falcata (L.f.) Ettingsh.
;
MS095: Jatropha curcas L.
;
MS096: Phyllanthus maderaspatensis L.
;
MS097: Securinega virosa (Roxb. ex Willd.) Baill.
;
MS100: Ichnocarpus ovatifolius A. DC.
;
MS101: Solanum torvum Sw.
;
MS132: Acacia jacquemontii Benth
;
MT005: Casearia graveolens Dalzell
;
MT006: Flacourtia indica (Burm. f.) Merr.
;
MT008: Thespesia populnea (L.) Sol. ex Corrêa
;
MT009: Bombax ceiba L.
;
MT012: Grewia tiliifolia Vahl.
;
MT013: Aegle marmelos L.
;
MT014: Ailanthus excelsa Roxb.
;
MT015: Boswellia serrata Roxb.
;
MT018: Soymida febrifuga (Roxb.) Juss.
;
MT020: Ziziphus mauritiana Lam.
;
MT023: Schleichera oleosa (Lour.) Oken
;
MT025: Lannea coromandelica (Houtt.) Merr.
;
MT028: Spondias pinnata (L. f.) Kurz
;
MT030: Dalbergia latifolia Roxb.
;
MT037: Bauhinia purpurea L.
;
MT038: Bauhinia racemosa Lam.
;
MT039: Bauhinia variegata L.
;
MT040: Cassia fistula L.
;
MT041: Tamarindus indica L.
;
MT043: Albizia lebbeck (L.) Benth.
;
MT045: Albizia procera (Roxb.) Benth.
;
MT046: Anogeissus latifolia (Roxb. ex DC.) Wall. ex Beddome
;
MT048: Terminalia arjuna (Roxb.) Wight & Arn.
;
MT049: Terminalia bellirica (Gaertn.) Roxb.
;
MT050: Terminalia chebula Retz.
;
MT051: Syzygium cumini (L.) Skeels
;
MT054: Careya arborea Roxb.
;
MT057: Gardenia latifolia Aiton
;
MT058: Gardenia turgida Roxb.
;
MT062: Madhuca indica J.F. Gmel.
;
MT063: Diospyros melanoxylon Roxb.
;
MT066: Wrightia tinctoria Roem.
;
MT068: Cordia dichotoma Forster. f., Prodr.
;
MT071: Oroxylum indicum (L.) Kurz
;
MT074: Gmelina arborea Roxb.
;
MT075: Tectona grandis L. f.
;
MT080: Mallotus philippensis (Lam.) Müll. Arg.
;
MT081: Holoptelea integrifolia Planch.
;
MT082: Trema orientalis (L.) Blume
;
MT084: Ficus arnottiana (Miq.) Miq.
;
MT085: Ficus benghalensis L.
;
MT087: Ficus hispida L. f.
;
MT088: Ficus racemosa L.
;
MT089: Ficus religiosa L.
;
MT091: Phoenix sylvestris (L.) Roxb.
;
MT093: Ficus exasperata Vahl.
;
MT094: Ixora arborea Roxb. ex Sm.
;
MT101: Acacia nilotica (L.) Delile
;
MT102: Adansonia digitata L.
;
Molecular Formula :
C29H50O
Molecular Weight :
414.718
InChi Key :
KZJWDPNRJALLNS-VJSFXXLFSA-N
IUPAC :
(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
InChi :
InChI=1S/C29H50O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h10,19-21,23-27,30H,7-9,11-18H2,1-6H3/t20-,21-,23+,24+,25-,26+,27+,28+,29-/m1/s1
Hydrogen Bond Donor count :
1
Hydrogen Bond Acceptor count :
1
Rotational Bond count :
6
TPSA :
20.23
LogP Value :
7.84
Lipinski Rule of Five :
No
Ghose Filter :
No
Veber Filter :
Yes
Muegge Filter :
No
PubChem CID :
222284
Drugbank ID :
--
Super Natural :
000083465
CTD :
C025473
HIT :
C0399
NCI-60 GI50 data :
-
Reference(s) :
https://www.ncbi.nlm.nih.gov/pubmed/22160579
Compound_ID
Cell Lines
Cancer Type
IC50 Value
EC50 Value
ED50 Value
GI50 Value
References
MMP-AC0004
U-87-MG
Brain
-
-
>20 µg/mL
-
14640511
MMP-AC0004
MCF-7
Breast
-
-
>20 µg/mL
-
14640511
MMP-AC0004
HCT-8
Intestine
-
-
>20 µg/mL
-
14640511
MMP-AC0004
A549
Lung
-
-
>20 µg/mL
-
14640511
MMP-AC0004
KB
Nasopharyngeal
-
-
>20 µg/mL
-
14640511
MMP-AC0004
KB-VIN
Nasopharyngeal
-
-
>20 µg/mL
-
14640511
MMP-AC0004
1A9
Ovary
-
-
16.8 µg/mL (3day)
-
14640511
MMP-AC0004
1A9
Ovary
-
-
10.6 µg/mL (6day)
-
14640511
MMP-AC0004
PTX10
Ovary
-
-
20 µg/mL (3day)
-
14640511
MMP-AC0004
PTX10
Ovary
-
-
9.5 µg/mL (6day)
-
14640511
MMP-AC0004
PC-3
Prostate
-
-
>20 µg/mL
-
14640511
Compound_ID
Target
Gene_Name
Gene_ID
Cancer
Cell_lines
IC50 Value
EC50 Value
ED50 Value
GI50 Value
Remarks
References
MMP-AC0004
CASP3
caspase 3, apoptosis-related cysteine peptidase
836
Colon cancer
HCT-116
-
-
-
-
Beta-sitosterol caused apoptosis, inducing caspase-3 activity in the cells (60% increase compared with control cells).
18445305
MMP-AC0004
CASP9
caspase 9, apoptosis-related cysteine peptidase
842
Colon cancer
HCT-116
-
-
-
-
Beta-sitosterol as well as cholesterol caused apoptosis, inducing caspase-9 activity in the cells.
18445305
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