CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI7943 (3556)

Formula C₂₃H₃₂O₁₀

MW 468.5

InChIKey GUDGKGBWXIZDPA-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 65

Number_Heavy_Atoms 33

Number_Rings 4

Number_Bonds 68

Rotat_Bonds 8

Unbranched_Chain 2

Chiral_Centers 11

ONatoms 10

HB_Donor 3

HB_Acceptor 6

OpenEye_HB_Donors 3

OpenEye_HB_Acceptors 8

Lipinski_HB_Donors 3

Lipinski_HB_Acceptors 10

Lipinski_Violations 0

XLogP3 0

XLogP -0.35

logP -0.1347

PSA 148.82

MR 111.91

ABS 0.55

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -413.33146

PM7_Total_Energy_ev -6210.18526

PM7_Electronic_Energy_ev -57075.72442

PM7_Dipole_Debye 5.20471

PM7_Point_Group C1

PM7_HOMO_Energy_ev -10.115

PM7_LUMO_Energy_ev -0.268

PM7_COSMO_Area_square_ang 436.23

PM7_COSMO_Volue_cubic_ang 549.52

PM7_Electron_Affinity_ev 0.268

PM7_Ionization_Energy_ev 10.115

PM7_Energy_Gap_ev 9.847

PM7_Global_Hardness_ev 4.9235

PM7_Global_Softness_ev 0.2031075454453133

PM7_Chemical_Potential_ev -5.1915

PM7_Electronigativity_ev 5.1915

PM7_Back_Donation_Energy_ev -1.230875

PM7_Electrophilicity_ev 2.737043998172032

OPENEYE_Name [(2~{R},3~{S},4~{S},5~{R},6~{R})-6-[[(3~{a}~{R},5~{R},5~{a}~{S},6~{S},8~{a}~{S},9~{a}~{R})-5,8~{a}-dimethyl-1-methylene-2,8-dioxo-3~{a},4,5,5~{a},6,7,9,9~{a}-octahydroazuleno[6,5-b]furan-6-yl]oxy]-3,4,5-trihydroxy-tetrahydropyran-2-yl]methyl acetate

SMILES C1(=C)C(=O)OC2C1CC3(C(=O)CC(C3C(C2)C)OC4C(C(C(C(O4)COC(=O)C)O)O)O)C

Canonical_SMILES CC(=O)OC[C@H]1O[C@@H](O[C@H]2CC(=O)[C@@]3([C@@H]2[C@H](C)C[C@@H]2[C@H](C3)C(=C)C(=O)O2)C)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C23H32O10/c1-9-5-13-12(10(2)21(29)31-13)7-23(4)16(25)6-14(17(9)23)32-22-20(28)19(27)18(26)15(33-22)8-30-11(3)24/h9,12-15,17-20,22,26-28H,2,5-8H2,1,3-4H3

InChI_3D 1S/C23H32O10/c1-9-5-13-12(10(2)21(29)31-13)7-23(4)16(25)6-14(17(9)23)32-22-20(28)19(27)18(26)15(33-22)8-30-11(3)24/h9,12-15,17-20,22,26-28H,2,5-8H2,1,3-4H3/t9-,12-,13-,14+,15-,17-,18-,19+,20-,22-,23-/m1/s1

AuxInfo 1/0/N:21,4,20,22,8,6,7,23,11,1,5,9,12,13,17,3,10,15,14,16,2,18,19,26,25,30,29,31,24,32,27,33,28/rA:65cCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:s1;;d1;;s3;;;s1s7;;s8s10;s8s9;s6s10;;s14;s14;s15;s16;s3s7s10;s5;s11;s19;s17;d2;d3;d5;s2s12;s17s18;s14;s15;s16;s5s23;s13s18;s4;s4;s6;s6;s7;s7;s8;s8;s9;s10;s11;s12;s13;s14;s15;s16;s17;s18;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s29;s30;s31;/rC:.7623,-.6595,0;;4.3089,-.6401,0;.6774,-1.6559,0;7.2145,6.8859,0;5.0616,.0312,0;2.5347,-.5681,0;2.0214,1.631,0;1.6252,-.1385,0;3.6524,.8536,0;3.0214,1.6323,0;1.3962,.8431,0;4.6557,.9542,0;8.814,2.5932,0;8.3547,3.4815,0;8.2793,1.7482,0;7.3504,3.5252,0;7.275,1.7918,0;3.438,-.1317,0;7.4327,7.8618,0;2.6261,3.3371,0;3.3695,-1.8804,0;7.7323,5.233,0;-.9739,-.2271,0;4.4087,-1.6351,0;6.2602,6.5869,0;.3919,.9288,0;6.8055,2.6806,0;10.1056,1.4124,0;10.0246,4.0048,0;7.9024,.0392,0;7.9505,6.2089,0;6.3225,1.4872,0;1.0876,-1.9418,0;.2247,-1.8682,0;5.4958,.2792,0;5.3536,-.3747,0;2.8477,-.958,0;2.2251,-.9607,0;1.5705,1.847,0;2.1318,2.1186,0;2.0142,.1756,0;3.166,.738,0;3.4707,1.8518,0;1.069,.465,0;4.554,1.4438,0;9.2109,2.8973,0;8.2898,3.9773,0;8.7416,1.5578,0;6.8892,3.7183,0;7.3413,1.2963,0;6.9447,7.9709,0;7.9206,7.7527,0;7.5418,8.3497,0;3.1131,3.45,0;2.139,3.2241,0;2.5131,3.8241,0;3.8691,-1.8999,0;2.8698,-1.8608,0;3.3499,-2.38,0;7.2444,5.3421,0;8.2203,5.1239,0;10.5823,1.5632,0;10.1337,4.4927,0;8.2714,-.2982,0;

Duplicates ChEBI7943

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/ChEBI7943.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/ChEBI7943.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/ChEBI7943.sdf

Formula	C₂₃H₃₂O₁₀
MW	468.5
InChIKey	GUDGKGBWXIZDPA-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	65
Number_Heavy_Atoms	33
Number_Rings	4
Number_Bonds	68
Rotat_Bonds	8
Unbranched_Chain	2
Chiral_Centers	11
ONatoms	10
HB_Donor	3
HB_Acceptor	6
OpenEye_HB_Donors	3
OpenEye_HB_Acceptors	8
Lipinski_HB_Donors	3
Lipinski_HB_Acceptors	10
Lipinski_Violations	0
XLogP3	0
XLogP	-0.35
logP	-0.1347
PSA	148.82
MR	111.91
ABS	0.55
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-413.33146
PM7_Total_Energy_ev	-6210.18526
PM7_Electronic_Energy_ev	-57075.72442
PM7_Dipole_Debye	5.20471
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-10.115
PM7_LUMO_Energy_ev	-0.268
PM7_COSMO_Area_square_ang	436.23
PM7_COSMO_Volue_cubic_ang	549.52
PM7_Electron_Affinity_ev	0.268
PM7_Ionization_Energy_ev	10.115
PM7_Energy_Gap_ev	9.847
PM7_Global_Hardness_ev	4.9235
PM7_Global_Softness_ev	0.2031075454453133
PM7_Chemical_Potential_ev	-5.1915
PM7_Electronigativity_ev	5.1915
PM7_Back_Donation_Energy_ev	-1.230875
PM7_Electrophilicity_ev	2.737043998172032
OPENEYE_Name	[(2~{R},3~{S},4~{S},5~{R},6~{R})-6-[[(3~{a}~{R},5~{R},5~{a}~{S},6~{S},8~{a}~{S},9~{a}~{R})-5,8~{a}-dimethyl-1-methylene-2,8-dioxo-3~{a},4,5,5~{a},6,7,9,9~{a}-octahydroazuleno[6,5-b]furan-6-yl]oxy]-3,4,5-trihydroxy-tetrahydropyran-2-yl]methyl acetate
SMILES	C1(=C)C(=O)OC2C1CC3(C(=O)CC(C3C(C2)C)OC4C(C(C(C(O4)COC(=O)C)O)O)O)C
Canonical_SMILES	CC(=O)OC[C@H]1O[C@@H](O[C@H]2CC(=O)[C@@]3([C@@H]2[C@H](C)C[C@@H]2[C@H](C3)C(=C)C(=O)O2)C)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C23H32O10/c1-9-5-13-12(10(2)21(29)31-13)7-23(4)16(25)6-14(17(9)23)32-22-20(28)19(27)18(26)15(33-22)8-30-11(3)24/h9,12-15,17-20,22,26-28H,2,5-8H2,1,3-4H3
InChI_3D	1S/C23H32O10/c1-9-5-13-12(10(2)21(29)31-13)7-23(4)16(25)6-14(17(9)23)32-22-20(28)19(27)18(26)15(33-22)8-30-11(3)24/h9,12-15,17-20,22,26-28H,2,5-8H2,1,3-4H3/t9-,12-,13-,14+,15-,17-,18-,19+,20-,22-,23-/m1/s1
AuxInfo	1/0/N:21,4,20,22,8,6,7,23,11,1,5,9,12,13,17,3,10,15,14,16,2,18,19,26,25,30,29,31,24,32,27,33,28/rA:65cCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:s1;;d1;;s3;;;s1s7;;s8s10;s8s9;s6s10;;s14;s14;s15;s16;s3s7s10;s5;s11;s19;s17;d2;d3;d5;s2s12;s17s18;s14;s15;s16;s5s23;s13s18;s4;s4;s6;s6;s7;s7;s8;s8;s9;s10;s11;s12;s13;s14;s15;s16;s17;s18;s20;s20;s20;s21;s21;s21;s22;s22;s22;s23;s23;s29;s30;s31;/rC:.7623,-.6595,0;;4.3089,-.6401,0;.6774,-1.6559,0;7.2145,6.8859,0;5.0616,.0312,0;2.5347,-.5681,0;2.0214,1.631,0;1.6252,-.1385,0;3.6524,.8536,0;3.0214,1.6323,0;1.3962,.8431,0;4.6557,.9542,0;8.814,2.5932,0;8.3547,3.4815,0;8.2793,1.7482,0;7.3504,3.5252,0;7.275,1.7918,0;3.438,-.1317,0;7.4327,7.8618,0;2.6261,3.3371,0;3.3695,-1.8804,0;7.7323,5.233,0;-.9739,-.2271,0;4.4087,-1.6351,0;6.2602,6.5869,0;.3919,.9288,0;6.8055,2.6806,0;10.1056,1.4124,0;10.0246,4.0048,0;7.9024,.0392,0;7.9505,6.2089,0;6.3225,1.4872,0;1.0876,-1.9418,0;.2247,-1.8682,0;5.4958,.2792,0;5.3536,-.3747,0;2.8477,-.958,0;2.2251,-.9607,0;1.5705,1.847,0;2.1318,2.1186,0;2.0142,.1756,0;3.166,.738,0;3.4707,1.8518,0;1.069,.465,0;4.554,1.4438,0;9.2109,2.8973,0;8.2898,3.9773,0;8.7416,1.5578,0;6.8892,3.7183,0;7.3413,1.2963,0;6.9447,7.9709,0;7.9206,7.7527,0;7.5418,8.3497,0;3.1131,3.45,0;2.139,3.2241,0;2.5131,3.8241,0;3.8691,-1.8999,0;2.8698,-1.8608,0;3.3499,-2.38,0;7.2444,5.3421,0;8.2203,5.1239,0;10.5823,1.5632,0;10.1337,4.4927,0;8.2714,-.2982,0;
Duplicates	ChEBI7943
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/ChEBI7943.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/ChEBI7943.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000007750-0000007999/ChEBI7943.sdf