Stigmastanes and derivatives

Description:

Sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24.

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  1. Stigmast-4-en-3-one
    CAS: 1058-61-3 PubChem CID: 5484202
    Out of Stock Item #: S1061825
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    IUPAC Name
    (8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-onshow more
    SMILES
    CCC(CCC(C)C1CCC2C1(CCC3C2CCC4=CC(=O)CCC34C)C)C(C)C
    InChIKey
    RUVUHIUYGJBLGI-XJZKHKOHSA-N
    InChI
    1S/C29H48O/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/h18-21,24-27H,7-17H2,1-6H3/t20-,21-,24+,25-,2show more
  2. 5alpha-Stigmastane-3,6-dione
    CAS: 22149-69-5 PubChem CID: 13992092
    Out of Stock Item #: A1303782
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    IUPAC Name
    (5S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,4,5,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrshow more
    SMILES
    CCC(CCC(C)C1CCC2C1(CCC3C2CC(=O)C4C3(CCC(=O)C4)C)C)C(C)C
    InChIKey
    HMMVBUVVQLUGQA-UMQMBAGDSA-N
    InChI
    1S/C29H48O2/c1-7-20(18(2)3)9-8-19(4)23-10-11-24-22-17-27(31)26-16-21(30)12-14-29(26,6)25(22)13-15-28(23,24)5/h18-20,22-26H,7-17H2,1-6H3/t19-,20-,22+,2show more
  3. Clerosterol
    CAS: 2364-23-0 PubChem CID: 5283638
    Out of Stock Item #: C1020075
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    IUPAC Name
    (3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5S)-5-ethyl-6-methylhept-6-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanshow more
    SMILES
    CCC(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)C(=C)C
    InChIKey
    GHGKPLPBPGYSOO-FBZNIEFRSA-N
    InChI
    1S/C29H48O/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/h10,20-21,23-27,30H,2,7-9,11-18H2,1,3-6H3/t20show more
  4. 3-Hydroxystigmast-5-en-7-one
    CAS: 2034-74-4 PubChem CID: 160608
    Out of Stock Item #: H1051776
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    Technical Identifiers
    IUPAC Name
    (3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-3-hydroxy-10,13-dimethyl-1,2,3,4,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]pheshow more
    SMILES
    CCC(CCC(C)C1CCC2C1(CCC3C2C(=O)C=C4C3(CCC(C4)O)C)C)C(C)C
    InChIKey
    ICFXJOAKQGDRCT-ZIHMWMKCSA-N
    InChI
    1S/C29H48O2/c1-7-20(18(2)3)9-8-19(4)23-10-11-24-27-25(13-15-29(23,24)6)28(5)14-12-22(30)16-21(28)17-26(27)31/h17-20,22-25,27,30H,7-16H2,1-6H3/t19-,20-show more
  5. DELTA7-AVENASTEROL
    CAS: 23290-26-8 Formula: C29H48O Molecular Weight: 412.69
    Powder Analytical standard ? Analytical standard — certified-purity material for quantitative calibration. Use to prepare calibration standards and validate analytical methods. ≥95%(HPLC)
    Out of Stock Item #: D769239
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    Technical Identifiers
    SMILES
    CC=C(CCC(C)C1CCC2C1(CCC3C2=CCC4C3(CCC(C4)O)C)C)C(C)C
    InChIKey
    MCWVPSBQQXUCTB-OQTIOYDCSA-N
    InChI
    1S/C29H48O/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/h7,11,19-20,22-23,25-27,30H,8-10,12-18H2,1-6Hshow more
  6. Stigmasterol glucoside
    CAS: 19716-26-8 PubChem CID: 6602508 Formula: C35H58O6 Molecular Weight: 574.83
    Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. ≥98%
    Out of Stock Item #: S649665
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    Technical Identifiers
    IUPAC Name
    (2R,3R,4S,5S,6R)-2-[[(3S,8S,9S,10R,13R,14S,17R)-17-[(E,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydroshow more
    SMILES
    CCC(C=CC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OC5C(C(C(C(O5)CO)O)O)O)C)C)C(C)C
    InChIKey
    VWDLOXMZIGUBKM-AUGXRQBFSA-N
    InChI
    1S/C35H58O6/c1-7-22(20(2)3)9-8-21(4)26-12-13-27-25-11-10-23-18-24(14-16-34(23,5)28(25)15-17-35(26,27)6)40-33-32(39)31(38)30(37)29(19-36)41-33/h8-10,20show more
    Synonyms
    HY-N1200 | MS-30354 | stigma-5,22-dien-3-beta-D-glucopyranoside | Stigmasterol glucoside | CHEBI:68383 | Q27136880 | ...
  7. β-Sitosterol
    CAS: 83-46-5 EC Number: 201-480-6 PubChem CID: 222284 Formula: C29H50O Molecular Weight: 414.71
    Solid Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. from soybean, ≥96%
    Out of Stock Item #: S434260
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    IUPAC Name
    (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]phenanthrshow more
    SMILES
    CCC(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)C(C)C
    InChIKey
    KZJWDPNRJALLNS-VJSFXXLFSA-N
    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/tshow more
    Synonyms
    BSPBio_001049 | Rhamnol | 24-alpha-Ethylcholesterol | 24alpha-Ethylcholesterol | SITOSTEROL (MART.) | Sitosterol, .be...
  8. β-Sitosterol
    CAS: 83-46-5 EC Number: 201-480-6 PubChem CID: 222284 Formula: C29H50O Molecular Weight: 414.71
    In Stock Item #: S492244
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    (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]phenanthrshow more
    SMILES
    CCC(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)C(C)C
    InChIKey
    KZJWDPNRJALLNS-VJSFXXLFSA-N
    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-,21show more
    Synonyms
    SITO | BSPBio_001049 | Rhamnol | 24-alpha-Ethylcholesterol | 24alpha-Ethylcholesterol | SITOSTEROL (MART.) | Sitoster...
  9. β-Sitosterol
    CAS: 83-46-5 EC Number: 201-480-6 PubChem CID: 222284 Formula: C29H50O Molecular Weight: 414.71
    In Stock Item #: S111182
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    Technical Identifiers
    IUPAC Name
    (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]phenanthrshow more
    SMILES
    CCC(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)C(C)C
    InChIKey
    KZJWDPNRJALLNS-VJSFXXLFSA-N
    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-,21show more
    Synonyms
    SITO | BSPBio_001049 | Rhamnol | 24-alpha-Ethylcholesterol | 24alpha-Ethylcholesterol | SITOSTEROL (MART.) | Sitoster...
  10. β-Sitosterol
    CAS: 83-46-5 EC Number: 201-480-6 PubChem CID: 222284 Formula: C29H50O Molecular Weight: 414.71
    Solid Analytical standard ? Analytical standard — certified-purity material for quantitative calibration. Use to prepare calibration standards and validate analytical methods. ≥95%
    Out of Stock Item #: S111183
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    Technical Identifiers
    IUPAC Name
    (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]phenanthrshow more
    SMILES
    CCC(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)C(C)C
    InChIKey
    KZJWDPNRJALLNS-VJSFXXLFSA-N
    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-,21show more
    Synonyms
    SITO | BSPBio_001049 | Rhamnol | 24-alpha-Ethylcholesterol | 24alpha-Ethylcholesterol | SITOSTEROL (MART.) | Sitoster...
  11. Stigmastanol
    CAS: 19466-47-8 EC Number: 243-087-2 PubChem CID: 15559396 Formula: C29H52O Molecular Weight: 416.72
    Solid ≥95%
    In Stock Item #: S336064
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    (3S,8R,9S,10S,13R,14S,17R)-17-[(2R,5R)-5-ethyl-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phshow more
    SMILES
    CCC(CCC(C)C1CCC2C1(CCC3C2CCC4C3(CCC(C4)O)C)C)C(C)C
    InChIKey
    LGJMUZUPVCAVPU-KZXGMYDKSA-N
    InChI
    1S/C29H52O/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/h19-27,30H,7-18H2,1-6H3/t20-,21-,22?,23+,24+,show more
    Synonyms
    DTXSID8051835 | SCHEMBL14487424 | Stigmastan-3-ol | Sigmastanol | Q56861997 | 4a-Methyl-5a,14a-lumistan-3b-ol | 5a-St...
  12. Fucosterol
    CAS: 17605-67-3 Formula: C29H48O Molecular Weight: 412.69
    In Stock Item #: F346112
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    (3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(E,2R)-5-propan-2-ylhept-5-en-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthreshow more
    SMILES
    CC=C(CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)C(C)C
    InChIKey
    OSELKOCHBMDKEJ-JUGJNGJRSA-N
    InChI
    1S/C29H48O/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/h7,10,19-20,23-27,30H,8-9,11-18H2,1-6H3/b21-7show more
    Synonyms
    Fucosterin | Fucosterol | Stigmasta-5,24(28)-dien-3-ol, (3beta,24E)- | (24E)-24-N-Propylidenecholesterol | (3beta,24E...
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