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Name |
Mevastatin
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Molecular Formula | C23H34O5 | |
IUPAC Name* |
[(1S,7S,8S,8aR)-8-[2-[(2R,4R)-4-hydroxy-6-oxooxan-2-yl]ethyl]-7-methyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] (2S)-2-methylbutanoate
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SMILES |
CC[C@H](C)C(=O)O[C@H]1CCC=C2[C@H]1[C@H]([C@H](C=C2)C)CC[C@@H]3C[C@H](CC(=O)O3)O
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InChI |
InChI=1S/C23H34O5/c1-4-14(2)23(26)28-20-7-5-6-16-9-8-15(3)19(22(16)20)11-10-18-12-17(24)13-21(25)27-18/h6,8-9,14-15,17-20,22,24H,4-5,7,10-13H2,1-3H3/t14-,15-,17+,18+,19-,20-,22-/m0/s1
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InChIKey |
AJLFOPYRIVGYMJ-INTXDZFKSA-N
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Synonyms |
73573-88-3; Compactin; EC 700-442-0; Mevastatin; ML-236B; Mevastatin [INN]; Mevastatina; Mevastatine; Mevastatinum; Mevastatinum [INN-Latin]; Antibiotic ML 236B; CS 500; ML 236 B; [(1S,7S,8S,8aR)-8-[2-[(2R,4R)-4-hydroxy-6-oxooxan-2-yl]ethyl]-7-methyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] (2S)-2-methylbutanoate; 1UQM1K0W9X; Mevastatin (Compactin); CHEMBL54440; CHEBI:34848; ML236B; NSC-759322; (1S,7S,8S,8aR)-1,2,3,7,8,8a-Hexahydro-7-methyl-8-(2-((2R,4R)-tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl)-1-naphthyl (S)-2-methylbutyrate; Compactin (penicillium); Mevastatine [INN-French]; Mevastatina [INN-Spanish]; (1S,7S,8S,8aR)-8-(2-((2R,4R)-4-hydroxy-6-oxotetrahydro-2H-pyran-2-yl)ethyl)-7-methyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl (S)-2-methylbutanoate; (S)-((1S,7S,8S,8aR)-8-(2-((2R,4R)-4-hydroxy-6-oxotetrahydro-2H-pyran-2-yl)ethyl)-7-methyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl) 2-methylbutanoate; Butanoic acid, 2-methyl-, (1S,7S,8S,8aR)-1,2,3,7,8,8a-hexahydro-7-methyl-8-[2-[(2R,4R)-tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl]ethyl]-1-naphthalenyl ester, (2S)-; SMR000336944; CCRIS 4505; UNII-1UQM1K0W9X; kompaktin; NCGC00095942-01; Mevastatin- Bio-X; MFCD05662341; MEVASTATIN [MI]; MEVASTATIN [JAN]; MEVASTATIN [MART.]; SCHEMBL1116; DSSTox_CID_20684; DSSTox_RID_79540; MEVASTATIN [USP-RS]; DSSTox_GSID_40684; Lopac0_000754; MLS000721804; MLS000759452; MLS001424284; MLS002207227; GTPL3031; DTXSID4040684; Mevastatin, >=96% (HPLC); HMS2052P07; HMS2089D10; HMS2232N09; HMS3262G10; HMS3268A19; HMS3412H15; HMS3676H15; HMS3713B06; ZINC3833876; Tox21_111540; Tox21_500754; BDBM50011036; CS-500; NSC779705; s4223; AKOS015994712; Mevastatin, >=95% (HPLC), powder; CCG-101174; CS-1234; DB06693; KS-1085; LP00754; NC00424; NSC 759322; NSC-779705; SDCCGSBI-0050732.P002; 7-(1,2,6,7,8,8a-Hexahydro-2-methyl-8-(2-methylbutyryloxy)naphthyl)-3-hydroxyheptan-5-olide; SMP1_000077; NCGC00025202-04; NCGC00261439-01; (1S,7S,8S,8aR)-8-(2-((2R,4R)-4-Hydroxy-6-oxotetrahydro-2H-pyran-2-yl)ethyl)-7-methyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl(2S)-2-methylbutanoate; BM164666; Butanoic acid, 2-methyl-, (1S,7S,8S,8aR)-1,2,3,7,8,8a-hexahydro-7-methyl-8-(2-(tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl)-1-naphthalenyl ester, (2S)-; Butanoic acid, 2-methyl-, 1,2,3,7,8,8a-hexahydro-7-methyl-8-(2-(tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl)-1-naphthalenyl ester, (1S-(1-alpha(R*),7-beta,8-beta(2S*,4S*),8a-beta))-; HY-17408; Mevastatin 100 microg/mL in Acetonitrile; CAS-73573-88-3; LOVASTATIN IMPURITY A [EP IMPURITY]; EU-0100754; M2275; H11997; M 2537; AB00588266-06; AB00588266-08; AB00588266_09; 573M883; A837861; Q414407; SR-01000729493; L-637312; SR-01000729493-4; BRD-K94441233-001-03-1; BRD-K94441233-001-17-1; (1S,7S,8S,8aR)-8-{2-[(2R,4R)-4-hydroxy-6-oxotetrahydro-2H-pyran-2-yl]ethyl}-7-methyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl (2S)-2-methylbutanoate; (S)-((1S,7S,8S,8aR)-8-(2-((2R,4R)-4-hydroxy-6-oxo-tetrahydro-2H-pyran-2-yl)ethyl)-7-methyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl) 2-methylbutanoate; (S)-2-Methyl-butyric acid (1S,7S,8S,8aR)-8-[2-((2R,4R)-4-hydroxy-6-oxo-tetrahydro-pyran-2-yl)-ethyl]-7-methyl-1,2,3,7,8,8a-hexahydro-naphthalen-1-yl ester; 2-Methyl-butyric acid 8-[2-(4-hydroxy-6-oxo-tetrahydro-pyran-2-yl)-ethyl]-7-methyl-1,2,3,7,8,8a-hexahydro-naphthalen-1-yl ester; 2-Methyl-butyric acid 8-[2-(4-hydroxy-6-oxo-tetrahydro-pyran-2-yl)-ethyl]-7-methyl-1,2,3,7,8,8a-hexahydro-naphthalen-1-yl ester((+)-compactin); 2-Methyl-butyric acid 8-[2-(4-hydroxy-6-oxo-tetrahydro-pyran-2-yl)-ethyl]-7-methyl-1,2,3,7,8,8a-hexahydro-naphthalen-1-yl ester(compactin)
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CAS | 73573-88-3 | |
PubChem CID | 64715 | |
ChEMBL ID | CHEMBL54440 |
Chemical Classification: |
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Endophyte ID | Endophyte Name | Family | Genus | Taxonomy ID | GenBank ID | Closest GenBank ID | Reference | |
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Endophyte ID | Endophyte Name | Family | Genus | Taxonomy ID | GenBank ID | Closest GenBank ID | Reference |
Bioactivity Name | Target ID | Target Name | Target Type | Target Organism | Target Organism ID | Potency of Bioactivity | Activity Type | Value | Unit | Endophyte ID | Endophyte Name | |
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Bioactivity Name | Target ID | Target Name | Target Type | Target Organism | Target Organism ID | Potency of Bioactivity | Activity Type | Value | Unit | Endophyte ID | Endophyte Name |
Molecular Weight: | 390.5 | ALogp: | 3.9 |
HBD: | 1 | HBA: | 5 |
Rotatable Bonds: | 7 | Lipinski's rule of five: | Accepted |
Polar Surface Area: | 72.8 | Aromatic Rings: | 3 |
Heavy Atoms: | 28 | QED Weighted: | 0.672 |
Caco-2 Permeability: | -4.75 | MDCK Permeability: | 0.00004290 |
Pgp-inhibitor: | 0.999 | Pgp-substrate: | 0.429 |
Human Intestinal Absorption (HIA): | 0.023 | 20% Bioavailability (F20%): | 0.999 |
30% Bioavailability (F30%): | 0.994 |
Blood-Brain-Barrier Penetration (BBB): | 0.211 | Plasma Protein Binding (PPB): | 90.27% |
Volume Distribution (VD): | 1.325 | Fu: | 3.70% |
CYP1A2-inhibitor: | 0.052 | CYP1A2-substrate: | 0.054 |
CYP2C19-inhibitor: | 0.024 | CYP2C19-substrate: | 0.726 |
CYP2C9-inhibitor: | 0.04 | CYP2C9-substrate: | 0.089 |
CYP2D6-inhibitor: | 0.004 | CYP2D6-substrate: | 0.059 |
CYP3A4-inhibitor: | 0.85 | CYP3A4-substrate: | 0.625 |
Clearance (CL): | 12.87 | Half-life (T1/2): | 0.571 |
hERG Blockers: | 0.569 | Human Hepatotoxicity (H-HT): | 0.957 |
Drug-inuced Liver Injury (DILI): | 0.17 | AMES Toxicity: | 0.024 |
Rat Oral Acute Toxicity: | 0.078 | Maximum Recommended Daily Dose: | 0.988 |
Skin Sensitization: | 0.974 | Carcinogencity: | 0.432 |
Eye Corrosion: | 0.004 | Eye Irritation: | 0.048 |
Respiratory Toxicity: | 0.946 |
Similar NPs | Similar Drugs | ||||||
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NPs ID | NPs 2D Structure | Similarity Score | TTD ID | Drug 2D Structure | Similarity Score | ||
ENC002580 | ![]() |
0.775 | D06WTZ | ![]() |
0.775 | ||
ENC006007 | ![]() |
0.660 | D0H0ND | ![]() |
0.600 | ||
ENC002912 | ![]() |
0.576 | D02RQU | ![]() |
0.445 | ||
ENC002332 | ![]() |
0.556 | D0Y7IU | ![]() |
0.262 | ||
ENC001935 | ![]() |
0.543 | D04QNO | ![]() |
0.262 | ||
ENC001102 | ![]() |
0.539 | D0D2TN | ![]() |
0.248 | ||
ENC006006 | ![]() |
0.421 | D0CZ1Q | ![]() |
0.238 | ||
ENC004384 | ![]() |
0.310 | D08PIQ | ![]() |
0.238 | ||
ENC004385 | ![]() |
0.310 | D0F1EX | ![]() |
0.234 | ||
ENC006008 | ![]() |
0.297 | D03SXE | ![]() |
0.232 |