Properties
Canonical smiles
CC12CCC3C(=CC(=O)C4C3(CC(C(C4)O)O)C)C1(CCC2C(C)(C(CCC(C)(C)O)O)O)O
Chemical formula
C₂₇H₄₄O₇
Found in taxon
Chenopodium album, Paris quadrifolia, Silene praemixta, Ajuga turkestanica, Rhaponticum integrifolium, Klasea sogdiana, Klasea erucifolia, Silene tomentella, Silene latifolia, Silene longicalycina, Silene wallichiana, Rhaponticum lyratum, Silene otites, Manduca sexta, Diploclisia glaucescens, Froelichia floridana, Helleborus torquatus, Plenasium banksiifolium, Silene nemoralis, Tapinella panuoides, Zoanthus, Ajuga iva, Atriplex portulacoides, Afrocarpus gracilior, Sida spinosa, Achyranthes aspera, Aerva lanata, Agelas dispar, Ajuga chamaecistus, Ajuga decumbens, Ajuga incisa, Ajuga nipponensis, Ajuga integrifolia, Ajuga reptans, Wheel bug, Ascaris lumbricoides, Asparagus dumosus, Asparagus filicinus, Athyrium yokoscense, Atriplex nummularia, Axyris amaranthoides, Biomphalaria glabrata, Blandfordia punicea, Bombyx mori, Amberboa moschata, Charybdis japonica, Chenopodium pallidicaule, Cimex lectularius, Cistanche mongolica, Cyanotis arachnoidea, Dianthus hoeltzeri, Dysdercus cingulatus, Fibraurea chloroleuca, Gomphrena affinis, Gomphrena canescens, Gomphrena cunninghamii, Gomphrena serrata, Gomphrena globosa, Gomphrena haageana, Cornu aspersum, Helix aspersa, Helleborus odorus, Helleborus purpurascens, Helleborus viridis, Iotrochota birotulata, Limnanthes alba, Limnanthes douglasii, Lloydia serotina, Silene chalcedonica, Silene wilfordii, Lymantria dispar, Silene turkestanica, Nezara viridula, Nierembergia hippomanica, Large milkweed bug, Ourisia caespitosa, Ourisia macrocarpa, Ourisia macrophylla, Palythoa, Parazoanthus, Paris polyphylla var. chinensis, Tapinella atrotomentosa, Penianthus zenkeri, Penstemon venustus, Pfaffia glomerata, Pfaffia iresinoides, Spined soldier bug, Polypodium vulgare, Poranopsis discifera, Pulsatilla ambigua, Pulsatilla occidentalis, Pulsatilla pratensis, Pulsatilla vernalis, Pulsatilla turczaninovii, Pulsatilla vulgaris, Pycnogonum litorale, Rhodnius prolixus, Sida szechuensis, Silene brahuica, Silene linicola, Silene nutans, Silene scabrifolia, Silene supina, Silene tatarica, Silene viridiflora, Spinacia oleracea, Stachyurus praecox, Taxus cuspidata, Tinospora cordifolia, Tinospora hainanensis, Trianthema pilosa, Trianthema turgidifolia, Trichobilharzia ocellata, Trillium smallii, Trillium tschonoskii, Trisetum flavescens, Vitex canescens, Vitex cymosa, Vitex gardneriana, Vitex glabrata, Vitex tripinnata, Vitex madiensis, Vitex pinnata, Vitex polygama, Vitex scabra, Vitex strickeri, Vitex thyrsiflora, Woodwardia orientalis, Paris polyphylla, Brainea insignis, Blitum bonus-henricus, Chenopodium bonus-henricus, Chenopodium quinoa, Lepidothamnus intermedius, Digitalis purpurea, Ipheion uniflorum, Lygodium japonicum, Panax japonicus, Sagina japonica, desert locust, Stachyurus himalaicus, Taxus brevifolia, Trillium erectum, Trillium kamtschaticum, Vitex megapotamica, Lymnaea stagnalis, Trillium camschatcense, Fibraurea tinctoria, Silene spergulifolia, Hebanthe pulverulenta, Chenopodium murale, Rhaponticum orientale, Serratula tinctoria, Ajuga chamaepitys, Silene fulgens, Lychnis fulgens, Rhaponticum carthamoides, Pulsatilla alpina, Pulsatilla montana, Helleborus odorus subsp. cyclophyllus, Helleborus cyclophyllus, Halimione portulacoides, Nierembergia linariifolia, Polypodium virginianum, Rhaponticum uniflorum, Taxus wallichiana, Silene banksia, Polypodium fauriei, Centaurea melitensis, Cyrtomium falcatum, Klasea centauroides, Niedenzuella multiglandulosa
Isomeric smiles
C[C@]12CC[C@H]3C(=CC(=O)[C@H]4[C@@]3(C[C@@H]([C@@H](C4)O)O)C)[C@@]1(CC[C@@H]2[C@](C)([C@@H](CCC(C)(C)O)O)O)O
Mass
480.309
Part of
ecdysone 20-monooxygenase activity
Stereoisomer of
(2R,3R,5S,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-17-[(2R,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl]-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one, (2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-17-[(2S,3R)-2,3,6-trihydroxy-6-methylheptan-2-yl]-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one, (20r)-20-Hydroxyecdysone, 3alpha-Hydroxyecdysone, Ecdysterone,(S), 22-epi-20-Hydroxyecdysone, 5alpha,20-Dihydroxyecdysone, (2R,3R,5R,9R,10S,13R,14R,17R)-2,3,14-trihydroxy-10,13-dimethyl-17-[(2R,3S)-2,3,6-trihydroxy-6-methylheptan-2-yl]-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one, 5Alpha-20-Hydroxyecdysone, (2S,3S,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-17-[(2R,3S)-2,3,6-trihydroxy-6-methylheptan-2-yl]-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-6-one
External References (32)
Cas registry number
5289-74-7
Chebi id
16587
Chembl id
CHEMBL224128
Chemspider id
4573597
Drugbank id
DB16935
Dsstox compound identifier
DTXCID3020388
Dsstox substance id
DTXSID5040388
Ec number
811-097-1
Echa substance infocard id
100.241.312
Freebase id
/m/0459jw
Human metabolome database id
HMDB0030180
Inchi
InChI=1S/C27H44O7/c1-23(2,32)9-8-22(31)26(5,33)21-7-11-27(34)16-12-18(28)17-13-19(29)20(30)14-24(17,3)15(16)6-10-25(21,27)4/h12,15,17,19-22,29-34H,6-11,13-14H2,1-5H3/t15-,17-,19+,20-,21-,22+,24+,25+,26+,27+/m0/s1
Inchikey
NKDFYOWSKOHCCO-YPVLXUMRSA-N
Kegg id
C02633
Knapsack id
C00003654
Lipid maps id
LMST01010209
Massbank accession id
MSBNK-RIKEN_NPDepo-NGA02097, MSBNK-RIKEN_NPDepo-NGA02098, MSBNK-RIKEN_NPDepo-NGA02099, MSBNK-RIKEN_NPDepo-NGA02100, MSBNK-RIKEN_NPDepo-NGA04393, MSBNK-RIKEN_NPDepo-NGA04394, MSBNK-RIKEN_NPDepo-NGA04395, MSBNK-RIKEN_NPDepo-NGA04396
Mesh descriptor id
D004441
Mesh tree code
D04.210.500.247.222.265.165.750, D06.472.445.573.271.750
Microsoft academic id (discontinued)
2779324052
Openalex id
C2779324052, C2909603225
Pdb ligand id
20E
Pdb structure id
2R40
Probes and drugs id
PD018028
Pubchem cid
5459840
Reaxys registry number
1917578
Sciencedirect topic id
agricultural-and-biological-sciences/20-hydroxyecdysone
Splash
splash10-014i-0009400000-4890fa22c04912de7ad9, splash10-01vk-0004900000-655310bbb45064e804af, splash10-0fbc-0001334679-7269abce1fb655781a10, splash10-004i-0000117559-e41ecfa9563031299520, splash10-000i-0000900000-61c7dd035eba88ab3067, splash10-046r-0000125769-739f74064391bab9d024
Surechembl id
22086
Umls cui
C0013495
Unichem compound id
235821
Unii
779A7KPL0Y