Quassinoids

Description:

A group of compounds chemically degraded from triterpenes. According to their basic skeleton, quassinoids are categorized into five distinct groups, C-18, C-19, C-20, C-22 and C-25 types. The C-20 quassinoids can be further classified into two types, tetracyclic and the pentacyclic. The tetracyclic variety does not have oxygenation at C-20, while the pentacyclic quassinoids possess additional oxygenation at C-20 that allows for the formation of an additional ring.

Ancestors:

Organic compounds ⮕ Lipids and lipid-like molecules ⮕ Prenol lipids ⮕ Terpene lactones ⮕ Quassinoids

Popular Products

Chaparrinone
CAS: 22611-34-3 Formula: C₂₀H₂₆O₇ Molecular Weight: 378.400

Out of Stock Item #: C1019112

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Technical Identifiers

IUPAC Name

(1S,4R,5R,6R,7S,11R,13S,17S,18S,19R)-4,5,17-trihydroxy-6,14,18-trimethyl-3,10-dioxapentacyclo[9.8.0.01,7.04,19.013,18]nonadec-14-ene-9,16-dione

SMILES

C[C@@H]1[C@@H]2CC(=O)O[C@H]3[C@@]24CO[C@@]([C@@H]1O)([C@@H]4[C@@]5([C@@H](C3)C(=CC(=O)[C@H]5O)C)C)O

InChIKey
VLYMLZRDCSQUQF-RZUZYEBMSA-N

InChI

1S/C20H26O7/c1-8-4-12(21)16(24)18(3)10(8)5-13-19-7-26-20(25,17(18)19)15(23)9(2)11(19)6-14(22)27-13/h4,9-11,13,15-17,23-25H,5-7H2,1-3H3/t9-,10+,11+,13-show more
Glaucarubinone
CAS: 1259-86-5 PubChem CID: 441796 Formula: C₂₅H₃₄O₁₀ Molecular Weight: 494.5

Out of Stock Item #: G668284

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IUPAC Name

[(1S,4R,5R,6R,7S,8R,11R,13S,17S,18S,19R)-4,5,17-trihydroxy-6,14,18-trimethyl-9,16-dioxo-3,10-dioxapentacyclo[9.8.0.01,7.04,19.013,18]nonadec-14-en-8-yshow more

SMILES

CCC(C)(C(=O)OC1C2C(C(C3(C4C2(CO3)C(CC5C4(C(C(=O)C=C5C)O)C)OC1=O)O)O)C)O

InChIKey
WRBGCYVAJRRQKP-STDAJNJZSA-N

InChI

1S/C25H34O10/c1-6-22(4,31)21(30)35-16-15-11(3)17(27)25(32)20-23(5)12(10(2)7-13(26)18(23)28)8-14(34-19(16)29)24(15,20)9-33-25/h7,11-12,14-18,20,27-28,3show more

Synonyms
Glaucarubinone | (+)-Glaucarubinone | MLS002703011 | CHEBI:5371 | NSC 277286 | NSC132791 | (S)-(1R,2R,3R,3aS,3a1S,4R,...
Yadanzioside F
CAS: 95258-11-0 Formula: C₂₉H₃₈O₁₆ Molecular Weight: 642.60

≥98%

Out of Stock Item #: Y647049

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IUPAC Name

methyl (1R,2S,3R,6R,8S,9S,13S,14R,15R,16S)-3-acetyloxy-15,16-dihydroxy-9,13-dimethyl-4,10-dioxo-11-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethylshow more

SMILES

CC1C2CC3C45COC(C4C(C(=O)O3)OC(=O)C)(C(C(C5C2(C=C(C1=O)OC6C(C(C(C(O6)CO)O)O)O)C)O)O)C(=O)OC

InChIKey
BYBDRFPMKPUWDZ-TXPSYQKCSA-N

InChI

1S/C29H38O16/c1-9-11-5-14-28-8-41-29(26(39)40-4,22(28)20(24(38)45-14)42-10(2)31)23(37)19(36)21(28)27(11,3)6-12(15(9)32)43-25-18(35)17(34)16(33)13(7-30show more

Synonyms
Methyl (1R,2S,3R,6R,8S,9S,13S,14R,15R,16S)-3-acetyloxy-15,16-dihydroxy-9,13-dimethyl-4,10-dioxo-11-[(2S,3R,4S,5S,6R)-...
Yadanziolide A
CAS: 95258-14-3 PubChem CID: 10320238 Formula: C₂₀H₂₆O₁₀ Molecular Weight: 426.41

≥99%

Out of Stock Item #: Y646730

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IUPAC Name

(1R,2R,3R,6R,8S,12S,13S,14R,15R,16S,17R)-2,3,12,15,16-pentahydroxy-17-(hydroxymethyl)-9,13-dimethyl-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadshow more

SMILES

CC1=CC(=O)C(C2(C1CC3C45C2C(C(C(C4(C(C(=O)O3)O)O)(OC5)CO)O)O)C)O

InChIKey
QXKKRGMRXXMDDP-JVDXBALSSA-N

InChI

1S/C20H26O10/c1-7-3-9(22)13(24)17(2)8(7)4-10-18-6-29-19(5-21,14(25)11(23)12(17)18)20(18,28)15(26)16(27)30-10/h3,8,10-15,21,23-26,28H,4-6H2,1-2H3/t8-,1show more
Yadanzioside A
CAS: 95258-15-4 PubChem CID: 72956 Formula: C₃₂H₄₄O₁₆ Molecular Weight: 684.68

≥98%

Out of Stock Item #: Y651479

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IUPAC Name

methyl (1R,2S,3R,6R,8S,9S,13S,14R,15R,16S,17R)-15,16-dihydroxy-9,13-dimethyl-3-(3-methylbutanoyloxy)-4,10-dioxo-11-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-show more

SMILES

CC1C2CC3C45COC(C4C(C(=O)O3)OC(=O)CC(C)C)(C(C(C5C2(C=C(C1=O)OC6C(C(C(C(O6)CO)O)O)O)C)O)O)C(=O)OC

InChIKey
QDQJWSSPAMZRIA-AIWMZPBQSA-N

InChI

1S/C32H44O16/c1-11(2)6-17(34)48-23-25-31-10-44-32(25,29(42)43-5)26(40)22(39)24(31)30(4)8-14(18(35)12(3)13(30)7-16(31)47-27(23)41)45-28-21(38)20(37)19(show more

Synonyms
methyl (1R,2S,3R,6R,8S,9S,13S,14R,15R,16S,17R)-15,16-dihydroxy-9,13-dimethyl-3-(3-methylbutanoyloxy)-4,10-dioxo-11-[(...
13,21-Dihydroeurycomanone
CAS: 129587-06-0 PubChem CID: 13936707 Formula: C₂₀H₂₆O₉ Molecular Weight: 410.42

≥98%

Out of Stock Item #: D650202

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Bruceine B
CAS: 25514-29-8 PubChem CID: 161496 Formula: C₂₃H₂₈O₁₁ Molecular Weight: 480.46

≥99%

Out of Stock Item #: B649413

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IUPAC Name

methyl (1R,2S,3R,6R,8R,13S,14R,15R,16S,17S)-3-acetyloxy-10,15,16-trihydroxy-9,13-dimethyl-4,11-dioxo-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonashow more

SMILES

CC1=C(C(=O)CC2(C1CC3C45C2C(C(C(C4C(C(=O)O3)OC(=O)C)(OC5)C(=O)OC)O)O)C)O

InChIKey
YDWODLQEUPYKGJ-LZFWDZGBSA-N

InChI

1S/C23H28O11/c1-8-10-5-12-22-7-32-23(20(30)31-4,17(22)15(19(29)34-12)33-9(2)24)18(28)14(27)16(22)21(10,3)6-11(25)13(8)26/h10,12,14-18,26-28H,5-7H2,1-4show more

Synonyms
AKOS030573658 | Picras-3-en-21-oic acid, 15-(acetyloxy)-13,20-epoxy-3,11,12-trihydroxy-2,16-dioxo-, methyl ester, (11...
Bruceantinol
CAS: 53729-52-5 PubChem CID: 5281305 Formula: C₃₀H₃₈O₁₃ Molecular Weight: 606.6

≥98%

Out of Stock Item #: B649375

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IUPAC Name

methyl (1R,2S,3R,6R,8R,13S,14R,15R,16S,17S)-3-[(E)-4-acetyloxy-3,4-dimethylpent-2-enoyl]oxy-10,15,16-trihydroxy-9,13-dimethyl-4,11-dioxo-5,18-dioxapenshow more

SMILES

CC1=C(C(=O)CC2(C1CC3C45C2C(C(C(C4C(C(=O)O3)OC(=O)C=C(C)C(C)(C)OC(=O)C)(OC5)C(=O)OC)O)O)C)O

InChIKey
SREUSBYRKOPNJK-AJPRWBMOSA-N

InChI

1S/C30H38O13/c1-12(27(4,5)43-14(3)31)8-18(33)42-21-23-29-11-40-30(23,26(38)39-7)24(36)20(35)22(29)28(6)10-16(32)19(34)13(2)15(28)9-17(29)41-25(21)37/hshow more

Synonyms
DTXSID70415102 | CHEBI:3189 | Q27105980 | AKOS040760307 | BRUCEANTINOL | E88745 | HY-N8146 | C08750 | MS-30670 | meth...
Yadanzioside I
CAS: 99132-95-3 PubChem CID: 134715120 Formula: C₂₉H₃₈O₁₆ Molecular Weight: 642.60

≥96%

Out of Stock Item #: Y647439

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IUPAC Name

methyl (1R,2S,3R,6R,8R,13S,14R,15R,16S)-3-acetyloxy-15,16-dihydroxy-9,13-dimethyl-4,11-dioxo-10-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxshow more

SMILES

CC1=C(C(=O)CC2(C1CC3C45C2C(C(C(C4C(C(=O)O3)OC(=O)C)(OC5)C(=O)OC)O)O)C)OC6C(C(C(C(O6)CO)O)O)O

InChIKey
QVXFIBXCQCYPLP-ZYYUOBLKSA-N

InChI

1S/C29H38O16/c1-9-11-5-14-28-8-41-29(26(39)40-4,22(28)20(24(38)44-14)42-10(2)31)23(37)18(36)21(28)27(11,3)6-12(32)19(9)45-25-17(35)16(34)15(33)13(7-30show more
Pasakbumin B
CAS: 138809-10-6 PubChem CID: 13936703 Formula: C₂₀H₂₄O₁₀ Molecular Weight: 424.40

≥98%

Out of Stock Item #: P646963

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IUPAC Name

(1R,4R,5R,6R,7R,8R,11R,13S,17S,18S,19R)-4,5,7,8,17-pentahydroxy-14,18-dimethylspiro[3,10-dioxapentacyclo[9.8.0.01,7.04,19.013,18]nonadec-14-ene-6,2'-oshow more

SMILES

CC1=CC(=O)C(C2(C1CC3C45C2C(C(C6(C4(C(C(=O)O3)O)O)CO6)O)(OC5)O)C)O

InChIKey
MOCOVNGOINOTNW-NURDAXFGSA-N

InChI

1S/C20H24O10/c1-7-3-9(21)11(22)16(2)8(7)4-10-17-5-29-19(26,14(16)17)15(25)18(6-28-18)20(17,27)12(23)13(24)30-10/h3,8,10-12,14-15,22-23,25-27H,4-6H2,1-show more
Anti-infection
CAS: 76-78-8 PubChem CID: 65571 Formula: C₂₂H₂₈O₆ Molecular Weight: 388.45

≥98%

In Stock Item #: Q347093

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IUPAC Name

(1S,2S,6S,7S,9R,13R,17S)-4,15-dimethoxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.02,7.013,17]heptadeca-4,14-diene-3,11,16-trione

SMILES

CC1C=C(C(=O)C2(C1CC3C4(C2C(=O)C(=C(C4CC(=O)O3)C)OC)C)C)OC

InChIKey
IOSXSVZRTUWBHC-LBTVDEKVSA-N

InChI

1S/C22H28O6/c1-10-7-14(26-5)20(25)22(4)12(10)8-15-21(3)13(9-16(23)28-15)11(2)18(27-6)17(24)19(21)22/h7,10,12-13,15,19H,8-9H2,1-6H3/t10-,12+,13+,15-,19show more

Synonyms
AKOS032948714 | QP1YAK6QGK | C08778 | E88800 | (3AS,6aR,7aS,8S,11aS,11bS,11cS)-1,3a,4,5,6a,7,7a,8,11,11a,11b,11c-dode...
Eurycomanone
CAS: 84633-29-4 PubChem CID: 13936691 Formula: C₂₀H₂₄O₉ Molecular Weight: 408.4

≥98%

In Stock Item #: E357556

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IUPAC Name

(1R,4R,5R,7R,8R,11R,13S,17S,18S,19R)-4,5,7,8,17-pentahydroxy-14,18-dimethyl-6-methylidene-3,10-dioxapentacyclo[9.8.0.01,7.04,19.013,18]nonadec-14-ene-show more

SMILES

CC1=CC(=O)C(C2(C1CC3C45C2C(C(C(=C)C4(C(C(=O)O3)O)O)O)(OC5)O)C)O

InChIKey
UCUWZJWAQQRCOR-OKNZMGBLSA-N

InChI

1S/C20H24O9/c1-7-4-10(21)13(23)17(3)9(7)5-11-18-6-28-20(27,16(17)18)12(22)8(2)19(18,26)14(24)15(25)29-11/h4,9,11-14,16,22-24,26-27H,2,5-6H2,1,3H3/t9-,show more

Synonyms
pasakbumin A | Pasakbumin-A | 4,5,7,8,17-Pentahydroxy-14,18-dimethyl-6-methylidene-3,10-dioxapentacyclo[9.8.0.01,7.04...

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