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Artemisinin

PubChem CID: 68827

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Compound Synonyms artemisinin, Qinghaosu, 63968-64-9, Huanghuahaosu, Artemisinine, Artemisine, (+)-Artemisinin, Artemisinina, Artemisininum, Qinghosu, Quing Hau Sau, Qing Hau SU, Artemisinin [INN], Qing Hau Sau, Artemisininum [Latin], CHEBI:223316, UNII-9RMU91N5K2, NSC 369397, BRN 4194670, 9RMU91N5K2, DTXSID2040652, MFCD00081057, GNF-Pf-5341, Octahydro-3,6,9-trimethyl-3,12-epoxy-12H-pyrano(4,3-j)-1,2-benzodioxepin-10(3H)-one, DTXCID40819890, EC 700-290-5, (+)-Arteannuin, (1R,4S,5R,8S,9R,12S,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-one, (3R,5aS,6R,8aS,9R,12S,12aR)-Octahydro-3,6,9-trimethyl-3,12-epoxy-12H-pyrano(4,3-j)-1,2-benzodioxepin-10(3H)-one, Artemisininum (Latin), quinghaosu, ARTEMISININ (MART.), ARTEMISININ [MART.], ARTEMISININ (USP-RS), ARTEMISININ [USP-RS], (1R,4S,5R,8S,9R,12S,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0^{4,13}.0^{8,13}]hexadecan-10-one, (3R,5aS,6R,8aS,9R,12S,12aR)-3,6,9-Trimethyloctahydro-3,12-epoxypyrano(4,3-j)(1,2)benzodioxepin-10(3H)-one, 3,12-Epoxy-12H-pyranol(4,3-j)-1,2-benzodioxepin-10(3H)-one, octahydro-3,6,9-trimethyl-, (3-alpha,5a-beta,6-beta,8a-beta,9-alpha,12-beta,12aR*)-(+)-, Qinghaosu [Chinese], Artemisinine [French], Artemisinina [Spanish], Qing Hau Sau [Chinese], qing hao su, NSC-369397, (3R,5aS,6R,8aS,9R,12S,12aR)-3,6,9-trimethyloctahydro-3,12-epoxypyrano[4,3-j][1,2]benzodioxepin-10(3H)-one, (3R,5aS,6R,8aS,9R,12S,12aR)-Octahydro-3,6,9-trimethyl-3,12-epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin-10(3H)-one, 1,5,9-trimethyl-(1R,4S,5R,9R,12S,13R)-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-one, SMR000578089, SR-01000802560, Artesin, NCGC00160207-01, 1,5,9-trimethyl-(1R,4S,5R,9R,12S,13R)-11,14,15,16-tetraoxatetracyclo(10.3.1.04,13.08,13)hexadecan-10-one, Artemisinin, (3R,5aS,6R,8aS,9R,12S,12aR)-Octahydro-3,6,9-trimethyl-3,12-epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin-10(3H)-one, CAS-63968-64-9, (+/-)-Artemisinin, Artemisinin (Standard), Spectrum_001351, ARTEMISININ [MI], Prestwick0_000498, Prestwick1_000498, Prestwick2_000498, Prestwick3_000498, Spectrum2_001512, Spectrum3_001549, Spectrum4_000721, Spectrum5_001098, SCHEMBL60304, ARTEMISININ [WHO-DD], ARTEMISININ [WHO-IP], BSPBio_000395, BSPBio_002998, KBioGR_000982, KBioSS_001831, MLS001097650, MLS001304036, MLS002153846, DivK1c_000656, SPBio_001583, SPBio_002316, BPBio1_000435, CHEMBL269671, GTPL9954, HY-B0094R, KBio1_000656, KBio2_001831, KBio2_004399, KBio2_006967, KBio3_002498, P01BE01, NINDS_000656, DTXSID501045125, HMS2090I17, HMS2096D17, HMS2267N09, HMS3269L13, HMS3413P13, HMS3677P13, HMS3713D17, Pharmakon1600-01503042, BCP02096, HY-B0094, Tox21_111750, ARTEMISININUM [WHO-IP LATIN], BDBM50088447, HB1115, NSC758216, AKOS024457231, Tox21_111750_1, CCG-220498, CS-1794, DB13132, FA09640, LMPR0103190003, NSC-758216, IDI1_000656, NCGC00161634-06, NCGC00161634-18, (3R,5aS,6R,8aS,9R,12S,12aR)-3,6,9-trimethyloctahydro-12H-3,12-epoxy[1,2]dioxepino[4,3-i]isochromen-10(3H)-one, (3R,5AS,6R,8AS,9R,12S,12aR)-3,6,9-trimethyloctahydro-3,12-epoxypyrano(4,3-j)-1,2-benzodioxepin-10(3H)-one, AS-12692, NS00010623, S1282, EN300-7390753, Q426921, SR-01000802560-2, SR-01000802560-3, SR-01000802560-4, BRD-K13112821-001-08-3, BRD-K13112821-001-14-1, BRD-K13112821-001-17-4, 2AB44F63-5D0F-424A-AA3F-24062F9C1CED, (3R,5AS,6R,8AS,9R,12S,12AR)-3,6,9-TRIMETHYLOCTAHYDRO-3,12-EPOXYPYRANO(4,3-J )-1,2-BENZODIOXEPIN-10(3H)-ONE, (3R,5aS,6R,8aS,9R,12S,12aR)-Octahydro-3,6,9-trimethyl-3,12-epoxy-12H-pyrano[4,3-j]-1, 2-benzodioxepin-10(3H)-one, 119241-68-8
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 54.0
Hydrogen Bond Donor Count 0.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC1CC2CCCC3CCC4CCC32C(C1)C4
Np Classifier Class Arteminisin
Deep Smiles O=CO[C@@H]O[C@@]C)CC[C@@H][C@]7[C@H][C@H]%11C))CC[C@H]6C)))))OO7
Heavy Atom Count 20.0
Classyfire Class Prenol lipids
Scaffold Graph Node Level OC1CC2CCCC3CCC4OOC32C(O1)O4
Classyfire Subclass Terpene lactones
Isotope Atom Count 0.0
Molecular Complexity 452.0
Database Name cmaup_ingredients;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 7.0
Uniprot Id n.a., O95342, Q92887, O15438, O15439, P12821, Q4QEW7, Q02127, P08684, P11509, P0DTD1
Iupac Name (1R,4S,5R,8S,9R,12S,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-one
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 2.8
Gsk 4 400 Rule True
Molecular Formula C15H22O5
Scaffold Graph Node Bond Level O=C1CC2CCCC3CCC4OOC32C(O1)O4
Prediction Swissadme 0.0
Inchi Key BLUAFEHZUWYNDE-NNWCWBAJSA-N
Silicos It Class Soluble
Fcsp3 0.9333333333333332
Logs -4.774
Rotatable Bond Count 0.0
Logd 2.785
Synonyms arteannuin, artemisinin, qinghaosu
Esol Class Soluble
Functional Groups C[C@@]1(C)OOC[C@H](OC(C)=O)O1
Compound Name Artemisinin
Prediction Hob Swissadme 0.0
Exact Mass 282.147
Formal Charge 0.0
Monoisotopic Mass 282.147
Hydrogen Bond Acceptor Count 5.0
Molecular Weight 282.33
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 7.0
Total Bond Stereocenter Count 0.0
Lipinski Rule Of 5 True
Esol -3.4174831999999995
Inchi InChI=1S/C15H22O5/c1-8-4-5-11-9(2)12(16)17-13-15(11)10(8)6-7-14(3,18-13)19-20-15/h8-11,13H,4-7H2,1-3H3/t8-,9-,10+,11+,13-,14-,15-/m1/s1
Smiles C[C@@H]1CC[C@H]2[C@H](C(=O)O[C@H]3[C@@]24[C@H]1CC[C@](O3)(OO4)C)C
Nring 5.0
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 0.0
Egan Rule True
Np Classifier Superclass Sesquiterpenoids

  • 1. Outgoing r'ship FOUND_IN to/from Artemisia Annua (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Artemisia Apiacea (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Bowdichia Virgilioides (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Carpha Glomerata (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Chloranthus Fortunei (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 6. Outgoing r'ship FOUND_IN to/from Cipadessa Baccifera (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 7. Outgoing r'ship FOUND_IN to/from Euphorbia Esula (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 8. Outgoing r'ship FOUND_IN to/from Salvia Hydrangea (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all