CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI8275 (3707)

Formula C₂₁H₂₆O₁₂

MW 470.43

InChIKey AOPMSFXOYJXDNJ-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 59

Number_Heavy_Atoms 33

Number_Rings 4

Number_Bonds 62

Rotat_Bonds 11

Unbranched_Chain 2

Chiral_Centers 10

ONatoms 12

HB_Donor 5

HB_Acceptor 7

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 9

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 12

Lipinski_Violations 1

XLogP3 0

XLogP -2.17

logP -2.3789

PSA 181.44

MR 104.855

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -443.01418

PM7_Total_Energy_ev -6472.33043

PM7_Electronic_Energy_ev -57462.42994

PM7_Dipole_Debye 1.33295

PM7_Point_Group C1

PM7_HOMO_Energy_ev -10.148

PM7_LUMO_Energy_ev -0.578

PM7_COSMO_Area_square_ang 417.95

PM7_COSMO_Volue_cubic_ang 522

PM7_Electron_Affinity_ev 0.578

PM7_Ionization_Energy_ev 10.148

PM7_Energy_Gap_ev 9.57

PM7_Global_Hardness_ev 4.785

PM7_Global_Softness_ev 0.2089864158829676

PM7_Chemical_Potential_ev -5.363

PM7_Electronigativity_ev 5.363

PM7_Back_Donation_Energy_ev -1.19625

PM7_Electrophilicity_ev 3.0054095088819226

OPENEYE_Name methyl (1~{S},4~{a}~{S},7~{R},7~{a}~{S})-4'-[(1~{S})-1-hydroxyethyl]-5'-oxo-1-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-spiro[4~{a},7~{a}-dihydro-1~{H}-cyclopenta[c]pyran-7,2'-furan]-4-carboxylate

SMILES C1=CC2(C=C(C(=O)O2)C(C)O)C3C1C(=COC3OC4C(C(C(C(O4)CO)O)O)O)C(=O)OC

Canonical_SMILES OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@@H]3[C@H]2[C@]2(C=C3)OC(=O)C(=C2)[C@@H](O)C)C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)O

InChI 1/C21H26O12/c1-8(23)10-5-21(33-18(10)28)4-3-9-11(17(27)29-2)7-30-19(13(9)21)32-20-16(26)15(25)14(24)12(6-22)31-20/h3-5,7-9,12-16,19-20,22-26H,6H2,1-2H3

InChI_3D 1S/C21H26O12/c1-8(23)10-5-21(33-18(10)28)4-3-9-11(17(27)29-2)7-30-19(13(9)21)32-20-16(26)15(25)14(24)12(6-22)31-20/h3-5,7-9,12-16,19-20,22-26H,6H2,1-2H3/t8-,9+,12+,13+,14+,15-,16+,19-,20-,21+/m0/s1

AuxInfo 1/0/N:18,19,1,2,3,20,4,21,9,5,6,14,10,12,11,13,8,7,15,16,17,30,31,28,27,29,23,22,32,24,26,33,25/rA:59cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;d3;d4;s5;s6;s1s6;s9;;s11;s11;s12;s10;s13;s2s3s10;;;s14;s5s18;d7;d8;s4s15;s7s17;s14s16;s11;s12;s13;s20;s21;s8s19;s15s16;s1;s2;s3;s4;s9;s10;s11;s12;s13;s14;s15;s16;s18;s18;s18;s19;s19;s19;s20;s20;s21;s27;s28;s29;s30;s31;/rC:2.2268,5.8549,0;1.2327,5.9634,0;.0818,5.7235,0;3.291,3.3726,0;-.7861,5.2269,0;3.2949,4.3726,0;-.5821,4.2479,0;4.1629,4.8691,0;2.4308,4.876,0;1.5629,4.3794,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;1.5589,3.3794,0;.8675,1.5027,0;.8224,5.0514,0;-2.61,6.0475,0;5.0348,6.3657,0;-2.5903,1.1954,0;-1.6981,5.6372,0;-1.2541,3.5074,0;5.0269,4.3657,0;2.423,2.876,0;.412,4.1395,0;0,2.0104,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;2.5912,.7997,0;-3.5748,1.0198,0;-1.2878,6.5491,0;4.1668,5.8691,0;1.2132,2.441,0;2.5628,6.2252,0;.9844,6.3974,0;.1361,6.2205,0;3.723,3.1209,0;2.8365,5.1683,0;1.9949,4.1277,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.0404,1.9719,0;1.0669,3.4681,0;1.3597,1.4149,0;-2.4049,6.5035,0;-2.8152,5.5916,0;-3.066,6.2527,0;4.7865,6.7997,0;5.2831,5.9317,0;5.4688,6.614,0;-2.5025,.7032,0;-2.6781,1.6877,0;-1.9032,5.1812,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.9122,.4164,0;-3.7449,.5497,0;-.7903,6.5995,0;

Duplicates ChEBI8275

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/ChEBI8275.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/ChEBI8275.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/ChEBI8275.sdf

Formula	C₂₁H₂₆O₁₂
MW	470.43
InChIKey	AOPMSFXOYJXDNJ-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	59
Number_Heavy_Atoms	33
Number_Rings	4
Number_Bonds	62
Rotat_Bonds	11
Unbranched_Chain	2
Chiral_Centers	10
ONatoms	12
HB_Donor	5
HB_Acceptor	7
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	9
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	12
Lipinski_Violations	1
XLogP3	0
XLogP	-2.17
logP	-2.3789
PSA	181.44
MR	104.855
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-443.01418
PM7_Total_Energy_ev	-6472.33043
PM7_Electronic_Energy_ev	-57462.42994
PM7_Dipole_Debye	1.33295
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-10.148
PM7_LUMO_Energy_ev	-0.578
PM7_COSMO_Area_square_ang	417.95
PM7_COSMO_Volue_cubic_ang	522
PM7_Electron_Affinity_ev	0.578
PM7_Ionization_Energy_ev	10.148
PM7_Energy_Gap_ev	9.57
PM7_Global_Hardness_ev	4.785
PM7_Global_Softness_ev	0.2089864158829676
PM7_Chemical_Potential_ev	-5.363
PM7_Electronigativity_ev	5.363
PM7_Back_Donation_Energy_ev	-1.19625
PM7_Electrophilicity_ev	3.0054095088819226
OPENEYE_Name	methyl (1~{S},4~{a}~{S},7~{R},7~{a}~{S})-4'-[(1~{S})-1-hydroxyethyl]-5'-oxo-1-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-spiro[4~{a},7~{a}-dihydro-1~{H}-cyclopenta[c]pyran-7,2'-furan]-4-carboxylate
SMILES	C1=CC2(C=C(C(=O)O2)C(C)O)C3C1C(=COC3OC4C(C(C(C(O4)CO)O)O)O)C(=O)OC
Canonical_SMILES	OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@@H]3[C@H]2[C@]2(C=C3)OC(=O)C(=C2)[C@@H](O)C)C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)O
InChI	1/C21H26O12/c1-8(23)10-5-21(33-18(10)28)4-3-9-11(17(27)29-2)7-30-19(13(9)21)32-20-16(26)15(25)14(24)12(6-22)31-20/h3-5,7-9,12-16,19-20,22-26H,6H2,1-2H3
InChI_3D	1S/C21H26O12/c1-8(23)10-5-21(33-18(10)28)4-3-9-11(17(27)29-2)7-30-19(13(9)21)32-20-16(26)15(25)14(24)12(6-22)31-20/h3-5,7-9,12-16,19-20,22-26H,6H2,1-2H3/t8-,9+,12+,13+,14+,15-,16+,19-,20-,21+/m0/s1
AuxInfo	1/0/N:18,19,1,2,3,20,4,21,9,5,6,14,10,12,11,13,8,7,15,16,17,30,31,28,27,29,23,22,32,24,26,33,25/rA:59cCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;d3;d4;s5;s6;s1s6;s9;;s11;s11;s12;s10;s13;s2s3s10;;;s14;s5s18;d7;d8;s4s15;s7s17;s14s16;s11;s12;s13;s20;s21;s8s19;s15s16;s1;s2;s3;s4;s9;s10;s11;s12;s13;s14;s15;s16;s18;s18;s18;s19;s19;s19;s20;s20;s21;s27;s28;s29;s30;s31;/rC:2.2268,5.8549,0;1.2327,5.9634,0;.0818,5.7235,0;3.291,3.3726,0;-.7861,5.2269,0;3.2949,4.3726,0;-.5821,4.2479,0;4.1629,4.8691,0;2.4308,4.876,0;1.5629,4.3794,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;1.5589,3.3794,0;.8675,1.5027,0;.8224,5.0514,0;-2.61,6.0475,0;5.0348,6.3657,0;-2.5903,1.1954,0;-1.6981,5.6372,0;-1.2541,3.5074,0;5.0269,4.3657,0;2.423,2.876,0;.412,4.1395,0;0,2.0104,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;2.5912,.7997,0;-3.5748,1.0198,0;-1.2878,6.5491,0;4.1668,5.8691,0;1.2132,2.441,0;2.5628,6.2252,0;.9844,6.3974,0;.1361,6.2205,0;3.723,3.1209,0;2.8365,5.1683,0;1.9949,4.1277,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.0404,1.9719,0;1.0669,3.4681,0;1.3597,1.4149,0;-2.4049,6.5035,0;-2.8152,5.5916,0;-3.066,6.2527,0;4.7865,6.7997,0;5.2831,5.9317,0;5.4688,6.614,0;-2.5025,.7032,0;-2.6781,1.6877,0;-1.9032,5.1812,0;.9521,-1.8113,0;-1.9551,-1.2359,0;2.9122,.4164,0;-3.7449,.5497,0;-.7903,6.5995,0;
Duplicates	ChEBI8275
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/ChEBI8275.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/ChEBI8275.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000008250-0000008499/ChEBI8275.sdf