CMAUP Plant Ingredients

16 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.

9 Ingredients with Available Activity

Unique ingredients have activity data available.

Ingredient Structrual Cards

Ingredient ID: NPC476041
Formula: C29H28N4O

Common Name	10'-Hydroxyusambarensine
IUPAC Name	1-[[(2R,3Z,12bS)-3-ethylidene-2,4,6,7,12,12b-hexahydro-1H-indolo[2,3-a]quinolizin-2-yl]methyl]-9H-pyrido[3,4-b]indol-6-ol
Canonical SMILES	C/C=C/1CN2CCc3c([C@@H]2C[C@@H]1Cc1nccc2c1[nH]c1c2cc(cc1)O)[nH]c1c3cccc1
Standard InCHI	InChI=1S/C29H28N4O/c1-2-17-16-33-12-10-22-20-5-3-4-6-24(20)32-29(22)27(33)14-18(17)13-26-28-21(9-11-30-26)23-15-19(34)7-8-25(23)31-28/h2-9,11,15,18,27,31-32,34H,10,12-14,16H2,1H3/b17-2+/t18-,27-/m0/s1
Standard InCHIKey	UXVNNVWPICKMTE-WRLCUUPGSA-N
Ingredient External Links	PubChem CID: 44566377 ChEMBL ID: CHEMBL523176
Plant-Ingredient Association Reference	PMID: 10217724 Database: NPASS [NPC476041]

Distribution of the ingredient across plants

Plant Name	Plant Genus	Plant Family	Plant Usage
Strychnos usambarensis	Strychnos	Loganiaceae

Ingredient ID: NPC475990
Formula: C29H32N4

Common Name	Dihydrousambarensine
IUPAC Name	n.a.
Canonical SMILES	C/C=C/1CN2CCC3C([C@@H]2C[C@@H]1CC1=NCCc2c1[nH]c1c2cccc1)Nc1c3cccc1
Standard InCHI	InChI=1S/C29H32N4/c1-2-18-17-33-14-12-23-21-8-4-6-10-25(21)32-29(23)27(33)16-19(18)15-26-28-22(11-13-30-26)20-7-3-5-9-24(20)31-28/h2-10,19,23,27,29,31-32H,11-17H2,1H3/b18-2+/t19-,23?,27-,29?/m0/s1
Standard InCHIKey	JBQRORTXNDQJOM-AGDKNOKHSA-N
Ingredient External Links	ChEMBL ID: CHEMBL520569
Plant-Ingredient Association Reference	PMID: 12398531 Database: NPASS [NPC475990]

Distribution of the ingredient across plants

Plant Name	Plant Genus	Plant Family	Plant Usage
Strychnos usambarensis	Strychnos	Loganiaceae

Ingredient ID: NPC475422
Formula: C38H42N4O2

Common Name	Tetradehydrolongicaudatine Y
IUPAC Name	n.a.
Canonical SMILES	OC/C=C1/CN2CC[C@@]34[C@@H]2C[C@@H]1[C@H]1[C@H](O)C(=CN([C@H]31)c1c4cccc1)[C@H]1C[C@@H]2N(C/C/1=C/C)CCc1c2[nH]c2c1cccc2
Standard InCHI	InChI=1S/C38H42N4O2/c1-2-22-19-40-14-11-25-24-7-3-5-9-30(24)39-35(25)32(40)17-26(22)28-21-42-31-10-6-4-8-29(31)38-13-15-41-20-23(12-16-43)27(18-33(38)41)34(36(28)44)37(38)42/h2-10,12,21,26-27,32-34,36-37,39,43-44H,11,13-20H2,1H3/b22-2-,23-12-/t26-,27-,32-,33-,34-,36+,37-,38+/m0/s1
Standard InCHIKey	SAOCQHSCOLQBFR-NMWCRYOMSA-N
Ingredient External Links	PubChem CID: 44559870 ChEMBL ID: CHEMBL505319
Plant-Ingredient Association Reference	PMID: 12398531 Database: NPASS [NPC475422]

Distribution of the ingredient across plants

Plant Name	Plant Genus	Plant Family	Plant Usage
Strychnos usambarensis	Strychnos	Loganiaceae

Ingredient ID: NPC39530
Formula: C29H28N4O

Common Name	n.a.
IUPAC Name	1-[[(2R,3E,12bS)-3-ethylidene-2,4,6,7,12,12b-hexahydro-1H-indolo[2,3-a]quinolizin-2-yl]methyl]-2,9-dihydropyrido[3,4-b]indol-7-one
Canonical SMILES	C/C=C1/CN2CCc3c([C@@H]2C[C@@H]1Cc1[nH]ccc2c1[nH]c1c2ccc(=O)c1)[nH]c1c3cccc1
Standard InCHI	InChI=1S/C29H28N4O/c1-2-17-16-33-12-10-23-20-5-3-4-6-24(20)31-29(23)27(33)14-18(17)13-26-28-22(9-11-30-26)21-8-7-19(34)15-25(21)32-28/h2-9,11,15,18,27,30-32H,10,12-14,16H2,1H3/b17-2-/t18-,27-/m0/s1
Standard InCHIKey	KQQKDNVPESYGBB-JKCZZUPASA-N
Ingredient External Links	PubChem CID: 54611444
Plant-Ingredient Association Reference	Database: TCMID [22259]

Distribution of the ingredient across plants

Plant Name	Plant Genus	Plant Family	Plant Usage
Strychnos usambarensis	Strychnos	Loganiaceae

Ingredient ID: NPC304926
Formula: C29H28N4O

Common Name	n.a.
IUPAC Name	n.a.
Canonical SMILES	C/C=C1/CN2CCc3c([C@@H]2C[C@@H]1Cc1nccc2c1[nH]c1c2cc(cc1)O)[nH]c1c3cccc1
Standard InCHI	InChI=1S/C29H28N4O/c1-2-17-16-33-12-10-22-20-5-3-4-6-24(20)32-29(22)27(33)14-18(17)13-26-28-21(9-11-30-26)23-15-19(34)7-8-25(23)31-28/h2-9,11,15,18,27,31-32,34H,10,12-14,16H2,1H3/b17-2-/t18-,27-/m0/s1
Standard InCHIKey	UXVNNVWPICKMTE-JKCZZUPASA-N
Ingredient External Links
Plant-Ingredient Association Reference	PMID: 10217724 Database: NPASS [NPC304926]

Distribution of the ingredient across plants

Plant Name	Plant Genus	Plant Family	Plant Usage
Strychnos usambarensis	Strychnos	Loganiaceae

Ingredient ID: NPC299405
Formula: C18H18O6

Common Name	Acetylshikonin
IUPAC Name	[(1R)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] acetate
Canonical SMILES	CC(=O)O[C@@H](C1=CC(=O)c2c(C1=O)c(O)ccc2O)CC=C(C)C
Standard InCHI	InChI=1S/C18H18O6/c1-9(2)4-7-15(24-10(3)19)11-8-14(22)16-12(20)5-6-13(21)17(16)18(11)23/h4-6,8,15,20-21H,7H2,1-3H3/t15-/m1/s1
Standard InCHIKey	WNFXUXZJJKTDOZ-OAHLLOKOSA-N
Ingredient External Links	PubChem CID: 479501 ZINC ID: ZINC000001725698 ChEMBL ID: CHEMBL403516
Plant-Ingredient Association Reference	Database: UNPD [] Database: NPASS [NPC299405]

Distribution of the ingredient across plants

Plant Name	Plant Genus	Plant Family
Eucalyptus coccifera	Eucalyptus	Myrtaceae
Arnebia euchroma	Arnebia	Boraginaceae
Lithospermum erythrorhizon	Lithospermum	Boraginaceae
Onosma paniculata	Onosma	Boraginaceae
Strychnos usambarensis	Strychnos	Loganiaceae
Arnebia guttata	Arnebia	Boraginaceae
Rhizomnium magnifolium	Rhizomnium	Mniaceae

Ingredient ID: NPC280852
Formula: C29H28N4

Common Name	Usambarensine
IUPAC Name	(2R,3E,12bS)-3-ethylidene-2-(9H-pyrido[3,4-b]indol-1-ylmethyl)-2,4,6,7,12,12b-hexahydro-1H-indolo[2,3-a]quinolizine
Canonical SMILES	C/C=C1/CN2CCc3c([C@@H]2C[C@@H]1Cc1nccc2c1[nH]c1c2cccc1)[nH]c1c3cccc1
Standard InCHI	InChI=1S/C29H28N4/c1-2-18-17-33-14-12-23-21-8-4-6-10-25(21)32-29(23)27(33)16-19(18)15-26-28-22(11-13-30-26)20-7-3-5-9-24(20)31-28/h2-11,13,19,27,31-32H,12,14-17H2,1H3/b18-2-/t19-,27-/m0/s1
Standard InCHIKey	VUMZOPMHFVDIMF-NLLHOBBWSA-N
Ingredient External Links	PubChem CID: 5281413 ChEMBL ID: CHEMBL490322
Plant-Ingredient Association Reference	PMID: 12398531 Database: NPASS [NPC280852]

Distribution of the ingredient across plants

Plant Name	Plant Genus	Plant Family	Plant Usage
Strychnos usambarensis	Strychnos	Loganiaceae

Ingredient ID: NPC257003
Formula: C21H24O7

Common Name	Beta-Hydroxyisovalerylshikonin
IUPAC Name	[(1R)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] 3-hydroxy-3-methylbutanoate
Canonical SMILES	O=C(CC(O)(C)C)O[C@@H](C1=CC(=O)c2c(C1=O)c(O)ccc2O)CC=C(C)C
Standard InCHI	InChI=1S/C21H24O7/c1-11(2)5-8-16(28-17(25)10-21(3,4)27)12-9-15(24)18-13(22)6-7-14(23)19(18)20(12)26/h5-7,9,16,22-23,27H,8,10H2,1-4H3/t16-/m1/s1
Standard InCHIKey	MXANJRGHSFELEJ-MRXNPFEDSA-N
Ingredient External Links	PubChem CID: 479502 ZINC ID: ZINC000002525131 ChEMBL ID: CHEMBL397309
Plant-Ingredient Association Reference	Database: UNPD [] Database: NPASS [NPC257003]

Distribution of the ingredient across plants

Plant Name	Plant Genus	Plant Family
Eucalyptus coccifera	Eucalyptus	Myrtaceae
Arnebia euchroma	Arnebia	Boraginaceae
Lithospermum erythrorhizon	Lithospermum	Boraginaceae
Onosma paniculata	Onosma	Boraginaceae
Strychnos usambarensis	Strychnos	Loganiaceae
Arnebia guttata	Arnebia	Boraginaceae
Rhizomnium magnifolium	Rhizomnium	Mniaceae

Ingredient ID: NPC246693
Formula: C16H16O5

Common Name	Shikonin
IUPAC Name	5,8-dihydroxy-2-[(1R)-1-hydroxy-4-methylpent-3-enyl]naphthalene-1,4-dione
Canonical SMILES	CC(=CC[C@H](C1=CC(=O)c2c(C1=O)c(O)ccc2O)O)C
Standard InCHI	InChI=1S/C16H16O5/c1-8(2)3-4-10(17)9-7-13(20)14-11(18)5-6-12(19)15(14)16(9)21/h3,5-7,10,17-19H,4H2,1-2H3/t10-/m1/s1
Standard InCHIKey	NEZONWMXZKDMKF-SNVBAGLBSA-N
Ingredient External Links	PubChem CID: 479503 ZINC ID: ZINC000002015152 ChEMBL ID: CHEMBL9470
Plant-Ingredient Association Reference	Database: UNPD [] Database: NPASS [NPC246693]

Distribution of the ingredient across plants

Plant Name	Plant Genus	Plant Family
Eucalyptus coccifera	Eucalyptus	Myrtaceae
Arnebia euchroma	Arnebia	Boraginaceae
Lithospermum erythrorhizon	Lithospermum	Boraginaceae
Onosma paniculata	Onosma	Boraginaceae
Strychnos usambarensis	Strychnos	Loganiaceae
Arnebia guttata	Arnebia	Boraginaceae
Lithospermum officinale	Lithospermum	Boraginaceae
Rhizomnium magnifolium	Rhizomnium	Mniaceae

Ingredient ID: NPC229173
Formula: C30H34N4

Common Name	Usambarine
IUPAC Name	(2S,3R,12bS)-3-ethenyl-2-[[(1S)-2-methyl-1,3,4,9-tetrahydropyrido[3,4-b]indol-1-yl]methyl]-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizine
Canonical SMILES	C=C[C@H]1CN2CCc3c([C@@H]2C[C@@H]1C[C@@H]1N(C)CCc2c1[nH]c1c2cccc1)[nH]c1c3cccc1
Standard InCHI	InChI=1S/C30H34N4/c1-3-19-18-34-15-13-24-22-9-5-7-11-26(22)32-30(24)28(34)17-20(19)16-27-29-23(12-14-33(27)2)21-8-4-6-10-25(21)31-29/h3-11,19-20,27-28,31-32H,1,12-18H2,2H3/t19-,20-,27-,28-/m0/s1
Standard InCHIKey	JICXOAIUPFUZPK-DXBSEXLMSA-N
Ingredient External Links	PubChem CID: 442121 ChEMBL ID: CHEMBL1214432
Plant-Ingredient Association Reference	PMID: 12398531 Database: NPASS [NPC229173]

Distribution of the ingredient across plants

Plant Name	Plant Genus	Plant Family	Plant Usage
Strychnos usambarensis	Strychnos	Loganiaceae

Ingredient ID: NPC21025
Formula: C20H24N2O2

Common Name	n.a.
IUPAC Name	n.a.
Canonical SMILES	C/C=C([C@H]1C[C@H](O)n2c3C(C1)N(C)CCc3c1c2cccc1)/C=O
Standard InCHI	InChI=1S/C20H24N2O2/c1-3-13(12-23)14-10-18-20-16(8-9-21(18)2)15-6-4-5-7-17(15)22(20)19(24)11-14/h3-7,12,14,18-19,24H,8-11H2,1-2H3/b13-3-/t14-,18?,19+/m1/s1
Standard InCHIKey	LGSDYQBPJKYJCT-UZMQUIQSSA-N
Ingredient External Links	PubChem CID: 11969719
Plant-Ingredient Association Reference	Database: TCMID [817]

Distribution of the ingredient across plants

Plant Name	Plant Genus	Plant Family
Strychnos spinosa	Strychnos	Loganiaceae
Strychnos usambarensis	Strychnos	Loganiaceae
Strychnos vanprukii	Strychnos	Loganiaceae
Strychnos decussata	Strychnos	Loganiaceae
Strychnos camptoneura	Strychnos	Loganiaceae

Ingredient ID: NPC205333
Formula: C18H25NO6

Common Name	n.a.
IUPAC Name	n.a.
Canonical SMILES	C/C=C/1C[C@@H](C)[C@@](O)(CO)C(=O)OCC2=CCN3C2[C@H](OC1=O)CC3
Standard InCHI	InChI=1S/C18H25NO6/c1-3-12-8-11(2)18(23,10-20)17(22)24-9-13-4-6-19-7-5-14(15(13)19)25-16(12)21/h3-4,11,14-15,20,23H,5-10H2,1-2H3/b12-3+/t11-,14-,15?,18+/m1/s1
Standard InCHIKey	BCJMNZRQJAVDLD-FSUHMXNKSA-N
Ingredient External Links	PubChem CID: 23305084
Plant-Ingredient Association Reference	Database: TCMID [22261]

Distribution of the ingredient across plants

Plant Name	Plant Genus	Plant Family	Plant Usage
Strychnos usambarensis	Strychnos	Loganiaceae
Crotalaria pallida	Crotalaria	Fabaceae

Ingredient ID: NPC183407
Formula: C35H47N5O

Common Name	Isostrychnopentamine
IUPAC Name	(2R,3R,12bS)-3-ethyl-11-[(2S)-1-methylpyrrolidin-2-yl]-2-[[(1S)-2-methyl-1,3,4,9-tetrahydropyrido[3,4-b]indol-1-yl]methyl]-1,2,3,4,6,7,7a,12,12a,12b-decahydroindolo[2,3-a]quinolizin-10-ol
Canonical SMILES	CC[C@H]1CN2CCC3C([C@@H]2C[C@@H]1C[C@@H]1N(C)CCc2c1[nH]c1c2cccc1)Nc1c3ccc(c1[C@@H]1CCCN1C)O
Standard InCHI	InChI=1S/C35H47N5O/c1-4-21-20-40-17-14-26-24-11-12-31(41)32(28-10-7-15-38(28)2)35(24)37-34(26)30(40)19-22(21)18-29-33-25(13-16-39(29)3)23-8-5-6-9-27(23)36-33/h5-6,8-9,11-12,21-22,26,28-30,34,36-37,41H,4,7,10,13-20H2,1-3H3/t21-,22-,26?,28-,29-,30-,34?/m0/s1
Standard InCHIKey	MHIOYLXTHAIJLU-FVHQJPTNSA-N
Ingredient External Links	PubChem CID: 44559861 ChEMBL ID: CHEMBL496076
Plant-Ingredient Association Reference	PMID: 12398531 Database: NPASS [NPC183407]

Distribution of the ingredient across plants

Plant Name	Plant Genus	Plant Family	Plant Usage
Strychnos usambarensis	Strychnos	Loganiaceae

Ingredient ID: NPC14435
Formula: C35H43N5O

Common Name	n.a.
IUPAC Name	(2S,3R,12bS)-3-ethenyl-11-[(2R)-1-methylpyrrolidin-2-yl]-2-[[(3S)-2-methyl-1,3,4,5-tetrahydropyrido[4,3-b]indol-3-yl]methyl]-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizin-10-ol
Canonical SMILES	C=C[C@H]1CN2CCc3c([C@@H]2C[C@@H]1C[C@H]1Cc2[nH]c4c(c2CN1C)cccc4)[nH]c1c3ccc(c1[C@H]1CCCN1C)O
Standard InCHI	InChI=1S/C35H43N5O/c1-4-21-19-40-15-13-26-25-11-12-32(41)33(30-10-7-14-38(30)2)35(25)37-34(26)31(40)17-22(21)16-23-18-29-27(20-39(23)3)24-8-5-6-9-28(24)36-29/h4-6,8-9,11-12,21-23,30-31,36-37,41H,1,7,10,13-20H2,2-3H3/t21-,22-,23-,30+,31-/m0/s1
Standard InCHIKey	ZCBSLYDVSNAXCN-FCOHWGBESA-N
Ingredient External Links	PubChem CID: 6917901
Plant-Ingredient Association Reference	Database: TCMID [20399]

Distribution of the ingredient across plants

Plant Name	Plant Genus	Plant Family	Plant Usage
Strychnos usambarensis	Strychnos	Loganiaceae

Ingredient ID: NPC143515
Formula: C18H18O5

Common Name	n.a.
IUPAC Name	[(1S)-1-[5-(3,6-dioxocyclohexa-1,4-dien-1-yl)furan-3-yl]-4-methylpent-3-enyl] acetate
Canonical SMILES	CC(=O)O[C@H](c1coc(c1)C1=CC(=O)C=CC1=O)CC=C(C)C
Standard InCHI	InChI=1S/C18H18O5/c1-11(2)4-7-17(23-12(3)19)13-8-18(22-10-13)15-9-14(20)5-6-16(15)21/h4-6,8-10,17H,7H2,1-3H3/t17-/m0/s1
Standard InCHIKey	KUMRDPIXRZXXRO-KRWDZBQOSA-N
Ingredient External Links	PubChem CID: 157628
Plant-Ingredient Association Reference	Database: UNPD [UNPD100918]

Distribution of the ingredient across plants

Plant Name	Plant Genus	Plant Family	Plant Usage
Strychnos usambarensis	Strychnos	Loganiaceae

Ingredient ID: NPC12947
Formula: C19H20O6

Common Name	n.a.
IUPAC Name	[(1S)-1-(4-hydroxy-1-methoxy-5,8-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] acetate
Canonical SMILES	COc1c(cc(c2c1C(=O)C=CC2=O)O)[C@@H](OC(=O)C)CC=C(C)C
Standard InCHI	InChI=1S/C19H20O6/c1-10(2)5-8-16(25-11(3)20)12-9-15(23)17-13(21)6-7-14(22)18(17)19(12)24-4/h5-7,9,16,23H,8H2,1-4H3/t16-/m0/s1
Standard InCHIKey	SCIUCADXFKAPEB-INIZCTEOSA-N
Ingredient External Links	PubChem CID: 157629
Plant-Ingredient Association Reference	Database: UNPD [UNPD141595]

Distribution of the ingredient across plants

Plant Name	Plant Genus	Plant Family
Eucalyptus coccifera	Eucalyptus	Myrtaceae
Arnebia euchroma	Arnebia	Boraginaceae
Strychnos usambarensis	Strychnos	Loganiaceae
Rhizomnium magnifolium	Rhizomnium	Mniaceae

Properties

Ingredient ID	Formulae	Name	MW	AlogP	MlogP	XlogP	# HBA	# HBD	PSA	# Rotatable Bond	# Ring	# Heacy Atom	Lipinski RO5 Violation
NPC12947	C19H20O6	[(1S)-1-(4-hydroxy-1-methoxy-5,8-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] acetate	344.1259884	0.8949	2.89	1.458	4	1	89.9	6	2	25	0
NPC143515	C18H18O5		314.1154237	1.4184	2.89	2.003	5	0	73.58	6	2	23	0
NPC14435	C35H43N5O		549.346761	-0.62	4.65	4.795	6	3	61.53	4	8	41	0
NPC183407	C35H47N5O	Isostrychnopentamine	553.38	-2.4643	4.65	5.067	5	3	57.77	8	8	41	1
NPC205333	C18H25NO6		351.1681875	-0.2784	2.67	0.5	7	2	96.3	1	3	25	0
NPC21025	C20H24N2O2		324.183778	0.1982	3.22	2.949	4	1	45.47	2	4	24	0
NPC229173	C30H34N4	Usambarine	450.28	0.3396	4.32	5.884	4	2	38.06	4	7	34	1
NPC246693	C16H16O5	Shikonin	288.1	0.0184	2.67	0.858	3	3	94.83	8	2	21	0
NPC257003	C21H24O7	Beta-Hydroxyisovalerylshikonin	388.15	0.5562	3	1.167	5	3	121.13	14	2	28	0
NPC280852	C29H28N4	Usambarensine	432.23	0.1244	4.21	5.782	4	2	47.71	3	7	33	1
NPC299405	C18H18O6	Acetylshikonin	330.11	0.3975	2.78	1.169	4	2	100.9	10	2	24	0
NPC304926	C29H28N4O		448.23	-0.3359	4.1	4.608	4	3	67.94	4	7	34	0
NPC39530	C29H28N4O		448.2263115	-0.7634	4.1	4.821	5	3	63.92	2	7	34	0
NPC475422	C38H42N4O2	Tetradehydrolongicaudatine Y	586.33	-0.5286	4.98	4.632	6	3	65.97	5	10	44	0
NPC475990	C29H32N4	Dihydrousambarensine	436.26	-0.8659	4.21	4.996	4	2	43.42	3	7	33	0
NPC476041	C29H28N4O	10'-Hydroxyusambarensine	448.23	-0.3359	4.1	4.608	4	3	67.94	4	7	34	0

Download Data

All data can be downloaded by:

→ Selecting data type in the below download table
→ Then click the download button.

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