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Kaurane diterpenoids

Description:

Diterpene alkaloids with a structure that is based on the kaurane skeleton. Kaurane is a tetracyclic compound that arises by cyclisation of a pimarane precursor followed by rearrangement. It possesses a [3,2,1]-bicyclic ring system with C15-C16 bridge connected to C13, forming the five-membered ring D.

Ancestors:

Organic compounds ⮕ Lipids and lipid-like molecules ⮕ Prenol lipids ⮕ Diterpenoids ⮕ Kaurane diterpenoids

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  1. Glaucocalyxin B
    Glaucocalyxin B
    CAS: 80508-81-2 PubChem CID: 14193399
    ≥99%
    Out of Stock Item #: G992181
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    Technical Identifiers
    IUPAC Name
    [(1R,2R,4S,9R,10S,13S,16R)-2-hydroxy-5,5,9-trimethyl-14-methylidene-6,15-dioxo-16-tetracyclo[11.2.1.01,10.04,9]hexadecanyl] acetate
    SMILES
    CC(=O)OC1C2CCC3C1(C(CC4C3(CCC(=O)C4(C)C)C)O)C(=O)C2=C
    InChIKey
    LSUXOKVMORWDLT-KEXKRWMXSA-N
    InChI
    1S/C22H30O5/c1-11-13-6-7-14-21(5)9-8-16(24)20(3,4)15(21)10-17(25)22(14,18(11)26)19(13)27-12(2)23/h13-15,17,19,25H,1,6-10H2,2-5H3/t13-,14-,15+,17+,19+,show more
  2. Effusanin A
    Effusanin A
    CAS: 30220-43-0 PubChem CID: 34174827
    ≥99%
    Out of Stock Item #: E988653
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    Technical Identifiers
    IUPAC Name
    (1S,2S,5R,8S,9S,10S,11R,15S)-9,10,15-trihydroxy-12,12-dimethyl-6-methylidene-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-7-one
    SMILES
    CC1(CCC(C23C1C(C(C45C2CCC(C4)C(=C)C5=O)(OC3)O)O)O)C
    InChIKey
    PXLVZESUZUOWAJ-SLMDOUBJSA-N
    InChI
    1S/C20H28O5/c1-10-11-4-5-12-18-9-25-20(24,19(12,8-11)15(10)22)16(23)14(18)17(2,3)7-6-13(18)21/h11-14,16,21,23-24H,1,4-9H2,2-3H3/t11-,12+,13+,14-,16+,1show more
  3. (9,10,18-Trihydroxy-12,12-dimethyl-6-methylidene-7-oxo-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-15-yl) acetate
    (9,10,18-Trihydroxy-12,12-dimethyl-6-methylidene-7-oxo-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-15-yl) acetate
    CAS: 28957-08-6 PubChem CID: 429192
    ≥99%
    Out of Stock Item #: T1240643
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    Technical Identifiers
    IUPAC Name
    (9,10,18-trihydroxy-12,12-dimethyl-6-methylidene-7-oxo-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-15-yl) acetate
    SMILES
    CC(=O)OC1CCC(C2C13COC(C2O)(C45C3CCC(C4O)C(=C)C5=O)O)(C)C
    InChIKey
    DJQLJZNVICMJRV-UHFFFAOYSA-N
    InChI
    1S/C22H30O7/c1-10-12-5-6-13-20-9-28-22(27,21(13,16(10)24)17(12)25)18(26)15(20)19(3,4)8-7-14(20)29-11(2)23/h12-15,17-18,25-27H,1,5-9H2,2-4H3
  4. ent-kaurane-17，19-dioic acid
    ent-kaurane-17，19-dioic acid
    CAS: 60761-79-7 PubChem CID: 494049
    ≥99%
    Out of Stock Item #: E768485
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    Technical Identifiers
    IUPAC Name
    5,9-dimethyltetracyclo[11.2.1.01,10.04,9]hexadecane-5,14-dicarboxylic acid
    SMILES
    CC12CCCC(C1CCC34C2CCC(C3)C(C4)C(=O)O)(C)C(=O)O
    InChIKey
    HITLMPHPGUZLGI-UHFFFAOYSA-N
    InChI
    1S/C20H30O4/c1-18-7-3-8-19(2,17(23)24)14(18)6-9-20-10-12(4-5-15(18)20)13(11-20)16(21)22/h12-15H,3-11H2,1-2H3,(H,21,22)(H,23,24)
  5. no_selection
    Maoecrystal A
    CAS: 96850-30-5 PubChem CID: 20056131 Formula: C22H28O6 Molecular Weight: 388.5
    ≥95%
    Out of Stock Item #: M664444
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    Technical Identifiers
    IUPAC Name
    [(1S,2S,5R,7R,8S,10S,11R,13R)-10-hydroxy-12,12-dimethyl-6-methylidene-9,16-dioxo-14-oxapentacyclo[11.2.2.15,8.01,11.02,8]octadecan-7-yl] acetate
    SMILES
    CC(=O)OC1C(=C)C2CCC3C1(C2)C(=O)C(C4C35COC(C4(C)C)CC5=O)O
    InChIKey
    DCULYKVTBAXAER-XETVFITMSA-N
    InChI
    1S/C22H28O6/c1-10-12-5-6-13-21(8-12,19(10)28-11(2)23)18(26)16(25)17-20(3,4)15-7-14(24)22(13,17)9-27-15/h12-13,15-17,19,25H,1,5-9H2,2-4H3/t12-,13-,15-,show more
  6. Kauran-16,17-diol
    Kauran-16,17-diol
    CAS: 16836-31-0 PubChem CID: 13816757 Formula: C20H34O2 Molecular Weight: 306.5
    ≥98%
    Out of Stock Item #: K650245
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    (1S,4R,9R,10R,13S,14R)-14-(hydroxymethyl)-5,5,9-trimethyltetracyclo[11.2.1.01,10.04,9]hexadecan-14-ol
    SMILES
    CC1(CCCC2(C1CCC34C2CCC(C3)C(C4)(CO)O)C)C
    InChIKey
    LCYWCTWYVKIBSA-ZYLYKIMZSA-N
    InChI
    1S/C20H34O2/c1-17(2)8-4-9-18(3)15(17)7-10-19-11-14(5-6-16(18)19)20(22,12-19)13-21/h14-16,21-22H,4-13H2,1-3H3/t14-,15+,16-,18+,19-,20-/m0/s1
    Synonyms
    HY-N7422 | (1S,4R,9R,10R,13S,14R)-14-(Hydroxymethyl)-5,5,9-trimethyltetracyclo[11.2.1.01,10.04,9]hexadecan-14-ol | FS...
  7. Eriocalyxin B
    Eriocalyxin B
    CAS: 84745-95-9 PubChem CID: 16202215 Formula: C20H24O5 Molecular Weight: 344.40
    ≥98%
    Out of Stock Item #: E649638
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    (1S,2S,5R,8S,9S,10S,11R)-9,10-dihydroxy-12,12-dimethyl-6-methylidene-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadec-13-ene-7,15-dione
    SMILES
    CC1(C=CC(=O)C23C1C(C(C45C2CCC(C4)C(=C)C5=O)(OC3)O)O)C
    InChIKey
    RTIKCEKESDRWAE-UJVKWQRCSA-N
    InChI
    1S/C20H24O5/c1-10-11-4-5-12-18-9-25-20(24,19(12,8-11)15(10)22)16(23)14(18)17(2,3)7-6-13(18)21/h6-7,11-12,14,16,23-24H,1,4-5,8-9H2,2-3H3/t11-,12+,14-,1show more
    Synonyms
    EriocalyxinB | SCHEMBL22526009 | HY-N2303 | NSC 637462; Rabdosianone; Rabdosianone I | AKOS032948099 | Eriocalyxin B ...
  8. Kamebakaurin
    Kamebakaurin
    CAS: 73981-34-7 PubChem CID: 13945489 Formula: C19H28O5 Molecular Weight: 336.42
    ≥98%
    Out of Stock Item #: K649486
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    (1R,2R,4R,8S,9R,10S,13S,16R)-2,8,16-trihydroxy-9-(hydroxymethyl)-5,5-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecan-15-one
    SMILES
    CC1(CCC(C2(C1CC(C34C2CCC(C3O)C(=C)C4=O)O)CO)O)C
    InChIKey
    WHSUEVLJUHPROF-BIGDWJEQSA-N
    InChI
    1S/C20H30O5/c1-10-11-4-5-12-19(9-21)13(18(2,3)7-6-14(19)22)8-15(23)20(12,16(10)24)17(11)25/h11-15,17,21-23,25H,1,4-9H2,2-3H3/t11-,12-,13+,14-,15+,17+,show more
  9. Glaucocalyxin A
    Glaucocalyxin A
    CAS: 79498-31-0 PubChem CID: 10471963 Formula: C20H28O4 Molecular Weight: 332.43
    ≥99%
    Out of Stock Item #: G647891
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    (1R,2R,4S,9R,10S,13S,16R)-2,16-dihydroxy-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-6,15-dione
    SMILES
    CC1(C2CC(C34C(C2(CCC1=O)C)CCC(C3O)C(=C)C4=O)O)C
    InChIKey
    UCDVIBNDYLUWFP-MJTHGBBVSA-N
    InChI
    1S/C20H28O4/c1-10-11-5-6-12-19(4)8-7-14(21)18(2,3)13(19)9-15(22)20(12,16(10)23)17(11)24/h11-13,15,17,22,24H,1,5-9H2,2-4H3/t11-,12-,13+,15+,17+,19-,20-show more
    Synonyms
    Wangzaozin B | Leukamenin F | 7alpha,14beta-dihydroxy-ent-kaur-16-ene-3,5-dione | HY-N2112 | Glaucocalyxin A | AC-344...
  10. Steviol
    Steviol
    CAS: 471-80-7 PubChem CID: 452967 Formula: C20H30O3 Molecular Weight: 318.5
    10mM in DMSO
    In Stock Item #: S580529
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    (1R,4S,5R,9S,10R,13S)-13-hydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid
    SMILES
    CC12CCCC(C1CCC34C2CCC(C3)(C(=C)C4)O)(C)C(=O)O
    InChIKey
    QFVOYBUQQBFCRH-VQSWZGCSSA-N
    InChI
    1S/C20H30O3/c1-13-11-19-9-5-14-17(2,7-4-8-18(14,3)16(21)22)15(19)6-10-20(13,23)12-19/h14-15,23H,1,4-12H2,2-3H3,(H,21,22)/t14-,15-,17+,18+,19+,20-/m0/sshow more
    Synonyms
    Steviol|471-80-7|Hydroxydehydrostevic acid|(-)-Steviol|NSC 226902|4741LYX6RT|(4R)-13-Hydroxykaur-16-en-18-oic acid|(1...
  11. Steviol
    Steviol
    CAS: 471-80-7 PubChem CID: 452967 Formula: C20H30O3 Molecular Weight: 318.5
    ≥96%
    In Stock Item #: S138883
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    (1R,4S,5R,9S,10R,13S)-13-hydroxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid
    SMILES
    CC12CCCC(C1CCC34C2CCC(C3)(C(=C)C4)O)(C)C(=O)O
    InChIKey
    QFVOYBUQQBFCRH-VQSWZGCSSA-N
    InChI
    1S/C20H30O3/c1-13-11-19-9-5-14-17(2,7-4-8-18(14,3)16(21)22)15(19)6-10-20(13,23)12-19/h14-15,23H,1,4-12H2,2-3H3,(H,21,22)/t14-,15-,17+,18+,19+,20-/m0/sshow more
    Synonyms
    Kaur-16-en-18-oic acid, 13-hydroxy-, (14-alpha)- | (4R)-13-Hydroxykaur-16-en-18-oic acid | J-525016 | 4741LYX6RT | SD...
  12. Songorine
    Songorine
    CAS: 509-24-0 EC Number: 683-096-2 PubChem CID: 71456946 Formula: C22H31NO3 Molecular Weight: 357.49
    10mM in DMSO
    In Stock Item #: S424381
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    Pricing & Pack Sizes
    Technical Identifiers
    IUPAC Name
    (1R,2R,5R,7R,8R,9R,10R,13R,16S,17R)-11-ethyl-7,16-dihydroxy-13-methyl-6-methylidene-11-azahexacyclo[7.7.2.15,8.01,10.02,8.013,17]nonadecan-4-one
    SMILES
    CCN1CC2(CCC(C34C2CC(C31)C56C4CC(=O)C(C5)C(=C)C6O)O)C
    InChIKey
    CBOSLVQFGANWTL-DVPYZRQCSA-N
    InChI
    1S/C22H31NO3/c1-4-23-10-20(3)6-5-17(25)22-15(20)7-13(18(22)23)21-9-12(11(2)19(21)26)14(24)8-16(21)22/h12-13,15-19,25-26H,2,4-10H2,1,3H3/t12-,13+,15-,1show more
    Synonyms
    Songorine|509-24-0|Songorin|Bullatine G|Napellonine|Xuan-Wu 2|Zongorine|64E5D8C741|Bullatine|Shimoburo base|UNII-64E5...
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