CMAUP Plant Ingredients

13 Known Ingredients in Total

Unique ingredients have been isolated from this plant.
Plant-Ingredients Associations were manually curated from publications or collected from other databases.

6 Ingredients with Available Activity

Unique ingredients have activity data available.

Ingredient Structrual Cards

Ingredient ID: NPC88884
Formula: C27H32O15

Common Name	n.a.
IUPAC Name	n.a.
Canonical SMILES	OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2)O[C@H](CC3=O)c2ccc(c(c2)O)O)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O
Standard InCHI	InChI=1S/C27H32O15/c1-9-20(33)22(35)24(37)26(38-9)42-25-23(36)21(34)18(8-28)41-27(25)39-11-5-14(31)19-15(32)7-16(40-17(19)6-11)10-2-3-12(29)13(30)4-10/h2-6,9,16,18,20-31,33-37H,7-8H2,1H3/t9-,16+,18+,20-,21+,22+,23-,24+,25+,26-,27+/m0/s1
Standard InCHIKey	OBKKEZLIABHSGY-MUFRRZRRSA-N
Ingredient External Links
Plant-Ingredient Association Reference	Database: UNPD [UNPD132467]

Distribution of the ingredient across plants

Plant Name	Plant Genus	Plant Family	Plant Usage
Centaurea spinosa	Centaurea	Asteraceae

Ingredient ID: NPC78966
Formula: C20H26O8

Common Name	n.a.
IUPAC Name	[(3aR,4S,5aR,6R,9S,9aS,9bR)-9-formyl-6-hydroxy-5a-methyl-3-methylidene-2-oxo-4,5,6,7,8,9,9a,9b-octahydro-3aH-benzo[g][1]benzofuran-4-yl] (3R)-3,4-dihydroxy-2-methylidenebutanoate
Canonical SMILES	OC[C@@H](C(=C)C(=O)O[C@H]1C[C@@]2(C)[C@H](O)CC[C@@H]([C@@H]2[C@@H]2[C@@H]1C(=C)C(=O)O2)C=O)O
Standard InCHI	InChI=1S/C20H26O8/c1-9(12(23)8-22)18(25)27-13-6-20(3)14(24)5-4-11(7-21)16(20)17-15(13)10(2)19(26)28-17/h7,11-17,22-24H,1-2,4-6,8H2,3H3/t11-,12+,13+,14-,15-,16-,17+,20+/m1/s1
Standard InCHIKey	OZJAAHIGUMFSHY-MYBIUHGVSA-N
Ingredient External Links	PubChem CID: 10739390
Plant-Ingredient Association Reference	PMID: 16180824 Database: NPASS [NPC78966]

Distribution of the ingredient across plants

Plant Name	Plant Genus	Plant Family	Plant Usage
Centaurea spinosa	Centaurea	Asteraceae

Ingredient ID: NPC475819
Formula: C22H28O9

Common Name	n.a.
IUPAC Name	n.a.
Canonical SMILES	OC/C(=CCOC(=O)C)/C(=O)O[C@H]1C/C(=C(/O)CC/C(=C/[C@@H]2[C@@H]1C(=C)C(=O)O2)/CO)/C
Standard InCHI	InChI=1S/C22H28O9/c1-12-8-18(31-22(28)16(11-24)6-7-29-14(3)25)20-13(2)21(27)30-19(20)9-15(10-23)4-5-17(12)26/h6,9,18-20,23-24,26H,2,4-5,7-8,10-11H2,1,3H3/b15-9-,16-6+,17-12+/t18-,19+,20+/m0/s1
Standard InCHIKey	WWSVFCWEYPZVKN-JFQNOBTPSA-N
Ingredient External Links
Plant-Ingredient Association Reference	PMID: 16180824 Database: NPASS [NPC475819]

Distribution of the ingredient across plants

Plant Name	Plant Genus	Plant Family	Plant Usage
Centaurea spinosa	Centaurea	Asteraceae

Ingredient ID: NPC474395
Formula: C21H30O9

Common Name	Methyl 8Alpha-O-(3,4-Dihydroxy-2-Methylenebutanoyloxy)-6Alpha,15-Dihydroxyelema-1,3,11(13)-Trien-12-Oate
IUPAC Name	[(1S,2S,3R,5R)-3-hydroxy-5-(1-hydroxyethenyl)-4-(3-hydroxyprop-1-en-2-yl)-2-(3-methoxy-3-oxoprop-1-en-2-yl)-5-methylcyclohexyl] (3R)-3,4-dihydroxy-2-methylidenebutanoate
Canonical SMILES	OCC(=C)C1[C@@H](O)[C@@H]([C@H](C[C@@]1(C)C(=C)O)OC(=O)C(=C)[C@H](CO)O)C(=C)C(=O)OC
Standard InCHI	InChI=1S/C21H30O9/c1-10(8-22)17-18(26)16(12(3)19(27)29-6)15(7-21(17,5)13(4)24)30-20(28)11(2)14(25)9-23/h14-18,22-26H,1-4,7-9H2,5-6H3/t14-,15-,16+,17?,18-,21-/m0/s1
Standard InCHIKey	TWXCADQDVNDWNH-VMIYVNOCSA-N
Ingredient External Links	PubChem CID: 44566548 ChEMBL ID: CHEMBL465976
Plant-Ingredient Association Reference	PMID: 16180824 Database: NPASS [NPC474395]

Distribution of the ingredient across plants

Plant Name	Plant Genus	Plant Family	Plant Usage
Centaurea spinosa	Centaurea	Asteraceae

Ingredient ID: NPC474243
Formula: C22H28O9

Common Name	n.a.
IUPAC Name	n.a.
Canonical SMILES	O=C[C@H]1CC[C@H]([C@]2([C@H]1[C@@H]1OC(=O)C(=C)[C@@H]1[C@H](C2)OC(=O)/C(=C/COC(=O)C)/CO)C)O
Standard InCHI	InChI=1S/C22H28O9/c1-11-17-15(30-21(28)14(10-24)6-7-29-12(2)25)8-22(3)16(26)5-4-13(9-23)18(22)19(17)31-20(11)27/h6,9,13,15-19,24,26H,1,4-5,7-8,10H2,2-3H3/b14-6+/t13-,15+,16-,17-,18-,19-,22+/m1/s1
Standard InCHIKey	MBXJTNWCNHRTMO-CCEUUYIBSA-N
Ingredient External Links
Plant-Ingredient Association Reference	PMID: 16180824 Database: NPASS [NPC474243]

Distribution of the ingredient across plants

Plant Name	Plant Genus	Plant Family	Plant Usage
Centaurea spinosa	Centaurea	Asteraceae

Ingredient ID: NPC474232
Formula: C22H28O9

Common Name	n.a.
IUPAC Name	n.a.
Canonical SMILES	OC/C/1=C[C@H]2OC(=O)C(=C)[C@@H]2[C@H](C/C(=C(CC1)/O)/C)OC(=O)C(=C)[C@H](COC(=O)C)O
Standard InCHI	InChI=1S/C22H28O9/c1-11-7-18(30-21(27)12(2)17(26)10-29-14(4)24)20-13(3)22(28)31-19(20)8-15(9-23)5-6-16(11)25/h8,17-20,23,25-26H,2-3,5-7,9-10H2,1,4H3/b15-8-,16-11+/t17-,18-,19+,20+/m0/s1
Standard InCHIKey	ICZAZMYXLQSBDI-BXXUSGOYSA-N
Ingredient External Links
Plant-Ingredient Association Reference	PMID: 16180824 Database: NPASS [NPC474232]

Distribution of the ingredient across plants

Plant Name	Plant Genus	Plant Family	Plant Usage
Centaurea spinosa	Centaurea	Asteraceae

Ingredient ID: NPC469910
Formula: C20H26O7

Common Name	Cnicin
IUPAC Name	n.a.
Canonical SMILES	OC/C/1=C[C@H]2OC(=O)C(=C)[C@@H]2[C@H](C/C(=CCC1)/C)OC(=O)C(=C)[C@@H](CO)O
Standard InCHI	InChI=1S/C20H26O7/c1-11-5-4-6-14(9-21)8-17-18(13(3)20(25)27-17)16(7-11)26-19(24)12(2)15(23)10-22/h5,8,15-18,21-23H,2-4,6-7,9-10H2,1H3/b11-5-,14-8-/t15-,16+,17-,18-/m1/s1
Standard InCHIKey	ZTDFZLVUIVPZDU-ZWSPDTATSA-N
Ingredient External Links	ChEMBL ID: CHEMBL1257707
Plant-Ingredient Association Reference	PMID: 16180824 Database: NPASS [NPC469910]

Distribution of the ingredient across plants

Plant Name	Plant Genus	Plant Family	Plant Usage
Centaurea spinosa	Centaurea	Asteraceae

Ingredient ID: NPC37628
Formula: C22H28O9

Common Name	n.a.
IUPAC Name	n.a.
Canonical SMILES	O=C[C@H]1CC[C@H]([C@]2([C@H]1[C@H]1OC(=O)C(=C)[C@@H]1[C@H](C2)OC(=O)C(=C)[C@H](COC(=O)C)O)C)O
Standard InCHI	InChI=1S/C22H28O9/c1-10(14(25)9-29-12(3)24)20(27)30-15-7-22(4)16(26)6-5-13(8-23)18(22)19-17(15)11(2)21(28)31-19/h8,13-19,25-26H,1-2,5-7,9H2,3-4H3/t13-,14+,15+,16-,17-,18-,19+,22+/m1/s1
Standard InCHIKey	OTNZRRSVYLOHOL-WYOWWESVSA-N
Ingredient External Links
Plant-Ingredient Association Reference	PMID: 16180824 Database: NPASS [NPC37628]

Distribution of the ingredient across plants

Plant Name	Plant Genus	Plant Family	Plant Usage
Centaurea spinosa	Centaurea	Asteraceae

Ingredient ID: NPC308824
Formula: C20H26O7

Common Name	8Alpha-O-(3,4-Dihydroxy-2-Methylenebutanoyloxy)Dehydromelitensine
IUPAC Name	[(3aR,4S,6S,7R,7aR)-6-ethenyl-7-(3-hydroxyprop-1-en-2-yl)-6-methyl-3-methylidene-2-oxo-4,5,7,7a-tetrahydro-3aH-1-benzofuran-4-yl] (3R)-3,4-dihydroxy-2-methylidenebutanoate
Canonical SMILES	OCC(=C)[C@@H]1[C@H]2OC(=O)C(=C)[C@@H]2[C@H](C[C@@]1(C)C=C)OC(=O)C(=C)[C@H](CO)O
Standard InCHI	InChI=1S/C20H26O7/c1-6-20(5)7-14(26-18(24)11(3)13(23)9-22)15-12(4)19(25)27-17(15)16(20)10(2)8-21/h6,13-17,21-23H,1-4,7-9H2,5H3/t13-,14-,15+,16+,17-,20+/m0/s1
Standard InCHIKey	KUOSLPBZDWVFER-XFNMEUKGSA-N
Ingredient External Links	PubChem CID: 44566540 ZINC ID: ZINC000006499786 ChEMBL ID: CHEMBL463085
Plant-Ingredient Association Reference	PMID: 16180824 Database: NPASS [NPC308824]

Distribution of the ingredient across plants

Plant Name	Plant Genus	Plant Family	Plant Usage
Centaurea spinosa	Centaurea	Asteraceae

Ingredient ID: NPC284732
Formula: C20H26O8

Common Name	4-Epi-Malacitanolide
IUPAC Name	[(3aR,4S,5aR,6R,9R,9aS,9bR)-9-formyl-6-hydroxy-5a-methyl-3-methylidene-2-oxo-4,5,6,7,8,9,9a,9b-octahydro-3aH-benzo[g][1]benzofuran-4-yl] (3R)-3,4-dihydroxy-2-methylidenebutanoate
Canonical SMILES	OC[C@@H](C(=C)C(=O)O[C@H]1C[C@@]2(C)[C@H](O)CC[C@H]([C@@H]2[C@@H]2[C@@H]1C(=C)C(=O)O2)C=O)O
Standard InCHI	InChI=1S/C20H26O8/c1-9(12(23)8-22)18(25)27-13-6-20(3)14(24)5-4-11(7-21)16(20)17-15(13)10(2)19(26)28-17/h7,11-17,22-24H,1-2,4-6,8H2,3H3/t11-,12-,13-,14+,15+,16+,17-,20-/m0/s1
Standard InCHIKey	OZJAAHIGUMFSHY-SQFWDQPPSA-N
Ingredient External Links	PubChem CID: 44566534 ChEMBL ID: CHEMBL517009
Plant-Ingredient Association Reference	PMID: 16180824 Database: NPASS [NPC284732]

Distribution of the ingredient across plants

Plant Name	Plant Genus	Plant Family	Plant Usage
Centaurea spinosa	Centaurea	Asteraceae

Ingredient ID: NPC27262
Formula: C32H38O20

Common Name	n.a.
IUPAC Name	7-[(2S,3R,4R,5S)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)chromen-4-one
Canonical SMILES	OC[C@H]1O[C@@H](Oc2c(oc3c(c2=O)c(O)cc(c3)O[C@@H]2O[C@H]([C@@H]([C@H]2O)O)CO)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O
Standard InCHI	InChI=1S/C32H38O20/c33-7-15-19(38)23(42)26(45)31(49-15)52-29-24(43)20(39)16(8-34)50-32(29)51-28-22(41)18-13(37)5-12(46-30-25(44)21(40)17(9-35)48-30)6-14(18)47-27(28)10-1-3-11(36)4-2-10/h1-6,15-17,19-21,23-26,29-40,42-45H,7-9H2/t15-,16-,17+,19-,20-,21+,23+,24+,25-,26-,29-,30-,31+,32+/m1/s1
Standard InCHIKey	CMTMRXGGKFFOGD-ZNKZOFPESA-N
Ingredient External Links	PubChem CID: 15730574
Plant-Ingredient Association Reference	Database: UNPD [UNPD179364]

Distribution of the ingredient across plants

Plant Name	Plant Genus	Plant Family	Plant Usage
Centaurea spinosa	Centaurea	Asteraceae

Ingredient ID: NPC156681
Formula: C20H24O7

Common Name	8Alpha-O-(3,4-Dihydroxy-2-Methylenebutanoyloxy)-15-Oxo-5,7Alphah,6Betah-Eleman-1,3,11(13)-Trien-6,12-Olide
IUPAC Name	[(3aR,4S,6S,7R,7aR)-6-ethenyl-6-methyl-3-methylidene-2-oxo-7-(3-oxoprop-1-en-2-yl)-4,5,7,7a-tetrahydro-3aH-1-benzofuran-4-yl] (3R)-3,4-dihydroxy-2-methylidenebutanoate
Canonical SMILES	OC[C@@H](C(=C)C(=O)O[C@H]1C[C@@](C)(C=C)[C@@H]([C@@H]2[C@@H]1C(=C)C(=O)O2)C(=C)C=O)O
Standard InCHI	InChI=1S/C20H24O7/c1-6-20(5)7-14(26-18(24)11(3)13(23)9-22)15-12(4)19(25)27-17(15)16(20)10(2)8-21/h6,8,13-17,22-23H,1-4,7,9H2,5H3/t13-,14-,15+,16+,17-,20+/m0/s1
Standard InCHIKey	UKOKIVWGORCEQR-XFNMEUKGSA-N
Ingredient External Links	PubChem CID: 13006379 ChEMBL ID: CHEMBL465547
Plant-Ingredient Association Reference	PMID: 16180824 Database: NPASS [NPC156681]

Distribution of the ingredient across plants

Plant Name	Plant Genus	Plant Family	Plant Usage
Centaurea spinosa	Centaurea	Asteraceae

Ingredient ID: NPC142860
Formula: C27H32O14

Common Name	Naringin
IUPAC Name	(2S)-7-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydrochromen-4-one
Canonical SMILES	OC[C@H]1O[C@@H](Oc2cc(O)c3c(c2)O[C@@H](CC3=O)c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O
Standard InCHI	InChI=1S/C27H32O14/c1-10-20(32)22(34)24(36)26(37-10)41-25-23(35)21(33)18(9-28)40-27(25)38-13-6-14(30)19-15(31)8-16(39-17(19)7-13)11-2-4-12(29)5-3-11/h2-7,10,16,18,20-30,32-36H,8-9H2,1H3/t10-,16-,18+,20-,21+,22+,23-,24+,25+,26-,27+/m0/s1
Standard InCHIKey	DFPMSGMNTNDNHN-ZPHOTFPESA-N
Ingredient External Links	PubChem CID: 442428 ChEMBL ID: CHEMBL451532
Plant-Ingredient Association Reference	Database: UNPD [UNPD141558] Database: NPASS [NPC142860]

Distribution of the ingredient across plants

Plant Name	Plant Genus	Plant Family
Citrus unshiu	Citrus	Rutaceae
Tripterygium wilfordii	Tripterygium	Celastraceae
Cytisus austriacus	Cytisus	Fabaceae
Chromolaena odorata	Chromolaena	Asteraceae
Astragalus mongholicus	Astragalus	Fabaceae
Citrus medica	Citrus	Rutaceae
Glycyrrhiza	Glycyrrhiza	Fabaceae
Scutellaria barbata	Scutellaria	Lamiaceae
Citrus wilsonii	Citrus	Rutaceae
Clematis terniflora var. mandshurica	Clematis	Ranunculaceae
Helianthus maximiliani	Helianthus	Asteraceae
Ilex affinis	Ilex	Aquifoliaceae
Anaxagorea clavata	Anaxagorea	Annonaceae
Citrus tankan	Citrus	Rutaceae
Helianthus niveus	Helianthus	Asteraceae
Citrus sinensis	Citrus	Rutaceae
Stenostomum lucidum	Stenostomum	Rubiaceae
Beyeria brevifolia	Beyeria	Euphorbiaceae
Sophora japonica	Sophora	Fabaceae
Rheum officinale	Rheum	Polygonaceae
Rhododendron dauricum	Rhododendron	Ericaceae
Centaurea spinosa	Centaurea	Asteraceae
Citrus trifoliata	Citrus	Rutaceae
Kaempferia pulchra	Kaempferia	Zingiberaceae
Drosera peltata	Drosera	Droseraceae
Ageratum conyzoides	Ageratum	Asteraceae
Arnica nevadensis	Arnica	Asteraceae
Odixia angusta	Odixia	Asteraceae
Prunus laurocerasus	Prunus	Rosaceae
Drynaria fortunei	Drynaria	Polypodiaceae
Ficus formosana	Ficus	Moraceae
Dipterocarpus alatus	Dipterocarpus	Dipterocarpaceae
Echinops amplexicaulis	Echinops	Asteraceae
Quercus aegilops	Quercus	Fagaceae
Chloranthus tianmushanensis	Chloranthus	Chloranthaceae
Prosopis glandulosa	Prosopis	Fabaceae
Astragalus membranaceus	Astragalus	Fabaceae
Aria pallescens	Aria	Rosaceae
Simira eliezeriana	Simira	Rubiaceae
Senecio squalidus	Senecio	Asteraceae
Araujia sericifera	Araujia	Apocynaceae
Artemisia monogyna	Artemisia	Asteraceae
Epaltes gariepina	Epaltes	Asteraceae
Rheum coreanum	Rheum	Polygonaceae
Seriphidium cinum	Seriphidium	Asteraceae
Dendrosenecio kilimanjari	Dendrosenecio	Asteraceae
Isodon kameba	Isodon	Lamiaceae
Pterocarpus grandiflorus	Pterocarpus	Fabaceae
Citrus reticulata	Citrus	Rutaceae
Chromolaena pulchella	Chromolaena	Asteraceae
Bursaria spinosa	Bursaria	Pittosporaceae
Taxodium mucronatum	Taxodium	Cupressaceae
Gardenia fosbergii	Gardenia	Rubiaceae
Vitex madiensis	Vitex	Lamiaceae
Agnorhiza bolanderi	Agnorhiza	Asteraceae
Citrus maxima	Citrus	Rutaceae
Citrus japonica	Citrus	Rutaceae
Rheum palmatum	Rheum	Polygonaceae
Morus alba	Morus	Moraceae
Sesbania punicea	Sesbania	Fabaceae
Prunus mume	Prunus	Rosaceae
Citrus grandis	Citrus	Rutaceae
Helianthus annuus	Helianthus	Asteraceae
Portulaca oleracea	Portulaca	Portulacaceae
Citrus natsudaidai	Citrus	Rutaceae
Salvia officinalis	Salvia	Lamiaceae
Securidaca inappendiculata	Securidaca	Polygalaceae
Hedysarum polybotrys	Hedysarum	Fabaceae
Citrus aurantium	Citrus	Rutaceae
Pteris prolifera	Pteris	Pteridaceae
Rheum tanguticum	Rheum	Polygonaceae
Crocus sativus	Crocus	Iridaceae

Properties

Ingredient ID	Formulae	Name	MW	AlogP	MlogP	XlogP	# HBA	# HBD	PSA	# Rotatable Bond	# Ring	# Heacy Atom	Lipinski RO5 Violation
NPC142860	C27H32O14	Naringin	580.18	-4.8082	2.89	-1.045	10	8	225.06	15	5	41	1
NPC156681	C20H24O7	8Alpha-O-(3,4-Dihydroxy-2-Methylenebutanoyloxy)-15-Oxo-5,7Alphah,6Betah-Eleman-1,3,11(13)-Trien-6,12-Olide	376.15	0.706	2.89	0.728	7	2	110.13	11	2	27	0
NPC27262	C32H38O20		742.1956436	-7.4149	2.78	-2.222	20	12	324.44	10	6	52	2
NPC284732	C20H26O8	4-Epi-Malacitanolide	394.16	-1.1046	2.78	-0.196	8	3	130.36	10	3	28	0
NPC308824	C20H26O7	8Alpha-O-(3,4-Dihydroxy-2-Methylenebutanoyloxy)Dehydromelitensine	378.17	0.4497	2.89	0.221	7	3	113.29	12	2	27	0
NPC37628	C22H28O9		436.17	-0.7255	2.89	0.544	9	2	136.43	12	3	31	0
NPC469910	C20H26O7	Cnicin	378.17	0.5934	2.89	-0.033	7	3	113.29	10	2	27	0
NPC474232	C22H28O9		436.17	0.4094	2.89	-0.34	9	3	139.59	13	2	31	0
NPC474243	C22H28O9		436.17	-0.9032	2.89	0.426	9	2	136.43	12	3	31	0
NPC474395	C21H30O9	Methyl 8Alpha-O-(3,4-Dihydroxy-2-Methylenebutanoyloxy)-6Alpha,15-Dihydroxyelema-1,3,11(13)-Trien-12-Oate	426.19	-0.4714	2.78	-1.325	9	5	153.75	18	1	30	1
NPC475819	C22H28O9		436.17	0.2317	2.89	-0.458	9	3	139.59	13	2	31	0
NPC78966	C20H26O8		394.16	-1.1046	2.78	-0.196	8	3	130.36	10	3	28	0
NPC88884	C27H32O15		596.1741203	-5.2685	2.78	-1.579	15	9	245.29	6	5	42	1

Download Data

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Data Section	Select to Download
1. General Information & structure data (InChi, InChiKey, SMILES)
2. Physico-chemical Properties