Mrv1572004161622422D          

 40 44  0  0  0  0            999 V2000
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    9.3534   -3.5869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.1211   -0.2086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.6885   -0.8074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0838   -1.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1152   -5.0794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0210   -2.1972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4638   -4.5731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8233   -2.0052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9953   -3.8345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7424   -1.2985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3726   -3.7971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2130   -2.4416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8794   -4.7684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7860   -2.9880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3607   -2.3693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3407   -3.4448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6854   -2.1182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4908   -0.6155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2814   -1.3833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9837   -3.1800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7487   -3.9708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0092   -3.1570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5766   -3.7558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0379   -2.4323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7258    0.1754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7140   -0.7844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  5  4  1  0  0  0  0
  6  4  2  0  0  0  0
  7  5  2  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 16  1  1  0  0  0  0
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 39  6  1  0  0  0  0
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M  END
> <DATABASE_ID>
CHEM002689

> <DATABASE_NAME>
chemdb

> <SMILES>
[H]/C1=C([H])\C(=O)OCCC(C)C(O)C(=O)OCC23CCC(C)=CC2OC2CC(OC(=O)\C([H])=C\1/[H])C3(C)C21CO1

> <INCHI_IDENTIFIER>
InChI=1S/C27H34O9/c1-16-8-10-26-14-33-24(31)23(30)17(2)9-11-32-21(28)6-4-5-7-22(29)36-18-13-20(35-19(26)12-16)27(15-34-27)25(18,26)3/h4-7,12,17-20,23,30H,8-11,13-15H2,1-3H3/b6-4+,7-5+

> <INCHI_KEY>
NLUGUZJQJYVUHS-YDFGWWAZSA-N

> <FORMULA>
C27H34O9

> <MOLECULAR_WEIGHT>
502.56

> <EXACT_MASS>
502.220282675

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
70

> <JCHEM_AVERAGE_POLARIZABILITY>
51.36903673563374

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(18'E,20'E)-12'-hydroxy-5',13',25'-trimethyl-2',10',16',23'-tetraoxaspiro[oxirane-2,26'-tetracyclo[22.2.1.0³,⁸.0⁸,²⁵]heptacosane]-4',18',20'-triene-11',17',22'-trione

> <ALOGPS_LOGP>
2.20

> <JCHEM_LOGP>
2.5549805999999995

> <ALOGPS_LOGS>
-4.07

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.477667856598956

> <JCHEM_PKA_STRONGEST_BASIC>
-3.902068079523617

> <JCHEM_POLAR_SURFACE_AREA>
120.89000000000001

> <JCHEM_REFRACTIVITY>
128.51369999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.28e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(18'E,20'E)-12'-hydroxy-5',13',25'-trimethyl-2',10',16',23'-tetraoxaspiro[oxirane-2,26'-tetracyclo[22.2.1.0³,⁸.0⁸,²⁵]heptacosane]-4',18',20'-triene-11',17',22'-trione

> <JCHEM_VEBER_RULE>
0

> <T3DB_ID>
T3D3720

> <NAME>
Verrucarin A

> <CAS>
3148-09-2

> <SYNONYMS>
Muconomycin A; Spiro(16,18-methano-1H,3H,23H-(1,6,12)trioxacyclooctadecino(3,4-d)(1)benzopyran-17(18H),2'-oxirane)-3,9,14-trione, 4,5,6,7,16,16a,19a,22-octahydro-4-hydroxy-5,16a,21-trimethyl-, stereoisomer; VER A; Verrucarin a; Verrucarin A (8CI); Verrucarin A (8CI)(9CI)

> <TYPES>
Organic Compound; Ether; Ester; Mycotoxin; Lachrymator; Fungal Toxin; Natural Compound

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