Molecule

Homoaromoline

AlkaPlorer ID: AK035586

Synonym: None

IUPAC Name: (1R,14S)-6,20,25-trimethoxy-15,30-dimethyl-8,23-dioxa-15,30-diazaheptacyclo[22.6.2.29,12.13,7.114,18.027,31.022,33]hexatriaconta-3(36),4,6,9(35),10,12(34),18,20,22(33),24,26,31-dodecaen-21-ol

Structure

SMILES: COC1=CC=C2C=C1OC1=CC=C(C=C1)C[C@H]1C3=C(C=C(OC)C(O)=C3OC3=C(OC)C=C4CCN(C)[C@H](C2)C4=C3)CCN1C

InChI: InChI=1S/C37H40N2O6/c1-38-14-12-24-19-31(42-4)33-21-27(24)28(38)17-23-8-11-30(41-3)32(18-23)44-26-9-6-22(7-10-26)16-29-35-25(13-15-39(29)2)20-34(43-5)36(40)37(35)45-33/h6-11,18-21,28-29,40H,12-17H2,1-5H3/t28-,29+/m1/s1

InChIKey: YJRWQNIRFXVBRB-WDYNHAJCSA-N

Reference

Anti-Herpes Simplex Virus Activity of Alkaloids Isolated from Stephania cepharantha.

PubChem CID: 99620

CAS: 17132-74-0

LOTUS: LTS0169974

SuperNatural Ⅲ: SN0452263-06

NPASS: NPC271013

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Rothmannia globosa	Rothmannia	Rubiaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Koenigia coriaria	Koenigia	Polygonaceae	Caryophyllales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Morus alba	Morus	Moraceae	Rosales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Ilyocoris cimicoides	Ilyocoris	Naucoridae	Hemiptera	Insecta	Arthropoda	Metazoa	Eukaryota
Eleutherococcus divaricatus	Eleutherococcus	Araliaceae	Apiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Conyza aegyptiaca	Conyza	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Stephania erecta	Stephania	Menispermaceae	Ranunculales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Bipolaris bicolor	Bipolaris	Pleosporaceae	Pleosporales	Dothideomycetes	Ascomycota	Fungi	Eukaryota
Cryptostegia madagascariensis	Cryptostegia	Apocynaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Trigonella corniculata	Trigonella	Fabaceae	Fabales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Stephania epigaea	Stephania	Menispermaceae	Ranunculales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Thalictrum lucidum	Thalictrum	Ranunculaceae	Ranunculales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Stereocaulon japonicum	Stereocaulon	Stereocaulaceae	Lecanorales	Lecanoromycetes	Ascomycota	Fungi	Eukaryota
Axinella verrucosa	Axinella	Axinellidae	Axinellida	Demospongiae	Porifera	Metazoa	Eukaryota
Mostuea brunonis	Mostuea	Loganiaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Alstonia venenata	Alstonia	Apocynaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Copris tripartitus	Copris	Scarabaeidae	Coleoptera	Insecta	Arthropoda	Metazoa	Eukaryota
Canarium schweinfurthii	Canarium	Burseraceae	Sapindales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Cyclea barbata	Cyclea	Menispermaceae	Ranunculales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Coleonema pulchellum	Coleonema	Rutaceae	Sapindales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Tamarix chinensis	Tamarix	Tamaricaceae	Caryophyllales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Jacobaea incana	Jacobaea	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Pycnarrhena longifolia	Pycnarrhena	Menispermaceae	Ranunculales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Hymenoxys richardsonii	Hymenoxys	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Herrania albiflora	Herrania	Malvaceae	Malvales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Cussonia paniculata	Cussonia	Araliaceae	Apiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Magnolia ovata	Magnolia	Magnoliaceae	Magnoliales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Citrus yuko	Citrus	Rutaceae	Sapindales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Stevia rebaudiana	Stevia	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 608.7350000000001

TPSA？: 72.86

MolLogP？: 6.859400000000008

Number of H-Donors: 1

Number of H-Acceptors: 8

RingCount: 8

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Entamoeba histolytica	Entamoeba histolytica	IC50	10.52	ug.mL-1	10.1007/s00044-011-9767-1
Homo sapiens	A-431	ED50	8.9	ug ml-1	10.1021/np50091a005
Homo sapiens	A549	IC50	10000.0	nM	10.1021/np400084t
Homo sapiens	HL-60	IC50	10000.0	nM	10.1021/np400084t
Homo sapiens	HT-1080	ED50	9.0	ug ml-1	10.1021/np50091a005
Homo sapiens	KB	ED50	6.3	ug ml-1	10.1021/np50091a005
Homo sapiens	KB	ED50	10400.0	nM	10.1021/np980144f
Homo sapiens	LNCaP	ED50	3.4	ug ml-1	10.1021/np50091a005
Homo sapiens	MCF7	IC50	9500.0	nM	10.1021/np400084t
Homo sapiens	SK-MEL-2	ED50	9.0	ug ml-1	10.1021/np50091a005
Homo sapiens	SMMC-7721	IC50	10000.0	nM	10.1021/np400084t
Homo sapiens	SW480	IC50	10000.0	nM	10.1021/np400084t
Homo sapiens	U-937	Activity	80.0	%	10.1016/j.bmc.2012.06.017
Homo sapiens	U-937	FC	1.9	None	10.1016/j.bmc.2012.06.017
Homo sapiens	U-937	IC50	50000.0	nM	10.1016/j.bmc.2012.06.017
Homo sapiens	U-937	MED	3.1	uM	10.1016/j.bmc.2012.06.017
Homo sapiens	ZR-75-1	ED50	1.2	ug ml-1	10.1021/np50091a005
Mus musculus	P388	ED50	0.31	ug ml-1	10.1021/np50091a004
Mus musculus	P388	ED50	3.7	ug ml-1	10.1021/np50091a005
Plasmodium falciparum	Plasmodium falciparum	ED50	104.6	ng/ml	10.1021/np50091a005
Plasmodium falciparum	Plasmodium falciparum	ED50	232.0	ng/ml	10.1021/np50091a004
Plasmodium falciparum	Plasmodium falciparum	ED50	288.3	ng/ml	10.1021/np50091a005
Plasmodium falciparum	Plasmodium falciparum	ED50	451.0	ng/ml	10.1021/np50091a004
Plasmodium falciparum	Plasmodium falciparum	IC50	173.0	nM	10.1021/np980144f
Plasmodium falciparum	Plasmodium falciparum	IC50	474.0	nM	10.1021/np980144f
Rattus norvegicus	Dopamine transporter	IC50	10900.0	nM	10.1021/np50124a001
None	ADMET	ED50	3.1	ug ml-1	10.1021/np50091a005
None	ADMET	ED50	3.6	ug ml-1	10.1021/np50091a005
None	ADMET	ED50	8.6	ug ml-1	10.1021/np50091a005
None	ADMET	ED50	10.0	ug ml-1	10.1021/np50091a005
None	NON-PROTEIN TARGET	ED50	3.6	ug ml-1	10.1021/np50091a004
None	NON-PROTEIN TARGET	ED50	15.0	ug ml-1	10.1021/np50091a004
None	NON-PROTEIN TARGET	IC50	10000.0	nM	10.1021/np400084t
None	Unchecked	Inhibition	67.0	%	10.1021/np50075a001
None	Unchecked	Ratio ED50	7.0	None	10.1021/np50091a005
None	Unchecked	Ratio ED50	11.0	None	10.1021/np50091a005
None	Unchecked	Ratio ED50	12.0	None	10.1021/np50091a005
None	Unchecked	Ratio ED50	13.0	None	10.1021/np50091a005
None	Unchecked	Ratio ED50	19.0	None	10.1021/np50091a005
None	Unchecked	Ratio ED50	22.0	None	10.1021/np50091a005
None	Unchecked	Ratio ED50	30.0	None	10.1021/np50091a005
None	Unchecked	Ratio ED50	31.0	None	10.1021/np50091a005
None	Unchecked	Ratio ED50	33.0	None	10.1021/np50091a005
None	Unchecked	Ratio ED50	34.0	None	10.1021/np50091a005
None	Unchecked	Ratio ED50	35.0	None	10.1021/np50091a005
None	Unchecked	Ratio ED50	60.0	None	10.1021/np50091a005
None	Unchecked	Ratio ED50	85.0	None	10.1021/np50091a005
None	Unchecked	Ratio ED50	86.0	None	10.1021/np50091a005
None	Unchecked	Ratio ED50	93.0	None	10.1021/np50091a005
None	Unchecked	Ratio ED50	96.0	None	10.1021/np50091a005
None	Unchecked	Ratio IC50	1.4	None	10.1021/np50124a001
None	Unchecked	Ratio IC50	6.1	None	10.1021/np50124a001
None	Unchecked	Selectivity Index	22.0	None	10.1021/np980144f
None	Unchecked	Selectivity Index	60.0	None	10.1021/np980144f