CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI187206 (101649)

Formula C₂₂H₂₄O₁₂

MW 480.42

InChIKey PSOMCIRLFFROES-PKRZOPRNNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 58

Number_Heavy_Atoms 34

Number_Rings 4

Number_Bonds 61

Rotat_Bonds 12

Unbranched_Chain 2

Chiral_Centers 7

ONatoms 12

HB_Donor 7

HB_Acceptor 8

OpenEye_HB_Donors 7

OpenEye_HB_Acceptors 6

Lipinski_HB_Donors 7

Lipinski_HB_Acceptors 12

Lipinski_Violations 2

XLogP3 0

XLogP -1.11

logP -0.5855

PSA 195.6

MR 111.535

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -443.68221

PM7_Total_Energy_ev -6568.7826

PM7_Electronic_Energy_ev -56671.25419

PM7_Dipole_Debye 7.3909

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.149

PM7_LUMO_Energy_ev -0.473

PM7_COSMO_Area_square_ang 440.98

PM7_COSMO_Volue_cubic_ang 519.47

PM7_Electron_Affinity_ev 0.473

PM7_Ionization_Energy_ev 9.149

PM7_Energy_Gap_ev 8.676

PM7_Global_Hardness_ev 4.338

PM7_Global_Softness_ev 0.23052097740894423

PM7_Chemical_Potential_ev -4.811

PM7_Electronigativity_ev 4.811

PM7_Back_Donation_Energy_ev -1.0845

PM7_Electrophilicity_ev 2.667787113877363

OPENEYE_Name (2~{S},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-[2-methoxy-5-[(2~{R},3~{R})-3,5,7-trihydroxychroman-2-yl]phenoxy]tetrahydropyran-2-carboxylic acid

SMILES c1cc(c(cc1C2C(Cc3c(cc(cc3O)O)O2)O)OC4C(C(C(C(O4)C(=O)O)O)O)O)OC

Canonical_SMILES COc1ccc(cc1O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O)[C@H]1Oc2cc(O)cc(c2C[C@H]1O)O

InChI 1/C22H24O12/c1-31-13-3-2-8(19-12(25)7-10-11(24)5-9(23)6-14(10)32-19)4-15(13)33-22-18(28)16(26)17(27)20(34-22)21(29)30/h2-6,12,16-20,22-28H,7H2,1H3,(H,29,30)/f/h29H

InChI_3D 1S/C22H24O12/c1-31-13-3-2-8(19-12(25)7-10-11(24)5-9(23)6-14(10)32-19)4-15(13)33-22-18(28)16(26)17(27)20(34-22)21(29)30/h2-6,12,16-20,22-28H,7H2,1H3,(H,29,30)/t12-,16+,17+,18-,19-,20+,22-/m1/s1

AuxInfo 1/1/N:22,1,2,3,5,4,14,6,11,7,12,17,9,8,10,19,18,20,15,16,13,21,26,27,29,31,30,32,23,28,34,24,33,25/E:(29,30)/F:22,1,2,3,5,4,14,6,11,7,12,17,9,8,10,19,18,20,15,16,13,21,26,27,29,31,30,32,28,23,34,24,33,25/rA:58cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1d3;;d4s7;s2;s3d9;s4d5;s5d7;;s7;s6;s13;s14s15;s16;s18;s19;s20;;d13;s8s15;s16s21;s11;s12;s13;s17;s18;s19;s20;s10s21;s9s22;s1;s2;s3;s4;s5;s14;s14;s15;s16;s17;s18;s19;s20;s21;s22;s22;s22;s26;s27;s28;s29;s30;s31;s32;/rC:3.1823,2.7109,0;3.5228,3.6512,0;4.8121,2.1155,0;.868,1.5138,0;;3.8219,1.9422,0;1.736,-.0012,0;1.7374,1.0057,0;4.5129,3.8245,0;5.1626,3.0576,0;0,1.0057,0;.868,-.4978,0;8.432,4.0481,0;2.6026,-.5032,0;3.4774,1.0034,0;8.4229,3.0481,0;3.4761,-.0036,0;8.7618,2.1018,0;8.1128,1.3409,0;7.1284,1.5168,0;6.7895,2.4632,0;4.2092,5.5297,0;7.5705,4.5559,0;2.6052,1.5109,0;7.435,3.2336,0;-.8675,1.5031,0;.8675,-1.4978,0;9.3025,4.5402,0;4.4613,.1679,0;9.8771,.7533,0;7.5074,-.301,0;6.1428,1.3473,0;6.1476,3.23,0;4.8533,4.7648,0;2.6898,2.6247,0;3.2013,4.0341,0;5.1319,1.7311,0;.8678,2.0138,0;-.4327,-.2506,0;2.9228,-.8872,0;2.2803,-.8855,0;3.9696,.9156,0;8.9159,3.1314,0;3.6456,-.474,0;9.1963,2.3491,0;8.5443,1.0883,0;7.1268,1.0168,0;6.3556,2.2145,0;3.8267,5.2077,0;4.5917,5.8518,0;3.8872,5.9122,0;-1.2998,1.2518,0;1.3004,-1.748,0;9.3071,5.0402,0;4.7818,-.2159,0;10.3701,.8366,0;7.8272,-.6854,0;5.9699,.8782,0;

Duplicates ChEBI187206

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187000-0000187249/ChEBI187206.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187000-0000187249/ChEBI187206.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187000-0000187249/ChEBI187206.sdf

Formula	C₂₂H₂₄O₁₂
MW	480.42
InChIKey	PSOMCIRLFFROES-PKRZOPRNNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	58
Number_Heavy_Atoms	34
Number_Rings	4
Number_Bonds	61
Rotat_Bonds	12
Unbranched_Chain	2
Chiral_Centers	7
ONatoms	12
HB_Donor	7
HB_Acceptor	8
OpenEye_HB_Donors	7
OpenEye_HB_Acceptors	6
Lipinski_HB_Donors	7
Lipinski_HB_Acceptors	12
Lipinski_Violations	2
XLogP3	0
XLogP	-1.11
logP	-0.5855
PSA	195.6
MR	111.535
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-443.68221
PM7_Total_Energy_ev	-6568.7826
PM7_Electronic_Energy_ev	-56671.25419
PM7_Dipole_Debye	7.3909
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.149
PM7_LUMO_Energy_ev	-0.473
PM7_COSMO_Area_square_ang	440.98
PM7_COSMO_Volue_cubic_ang	519.47
PM7_Electron_Affinity_ev	0.473
PM7_Ionization_Energy_ev	9.149
PM7_Energy_Gap_ev	8.676
PM7_Global_Hardness_ev	4.338
PM7_Global_Softness_ev	0.23052097740894423
PM7_Chemical_Potential_ev	-4.811
PM7_Electronigativity_ev	4.811
PM7_Back_Donation_Energy_ev	-1.0845
PM7_Electrophilicity_ev	2.667787113877363
OPENEYE_Name	(2~{S},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-[2-methoxy-5-[(2~{R},3~{R})-3,5,7-trihydroxychroman-2-yl]phenoxy]tetrahydropyran-2-carboxylic acid
SMILES	c1cc(c(cc1C2C(Cc3c(cc(cc3O)O)O2)O)OC4C(C(C(C(O4)C(=O)O)O)O)O)OC
Canonical_SMILES	COc1ccc(cc1O[C@@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O)[C@H]1Oc2cc(O)cc(c2C[C@H]1O)O
InChI	1/C22H24O12/c1-31-13-3-2-8(19-12(25)7-10-11(24)5-9(23)6-14(10)32-19)4-15(13)33-22-18(28)16(26)17(27)20(34-22)21(29)30/h2-6,12,16-20,22-28H,7H2,1H3,(H,29,30)/f/h29H
InChI_3D	1S/C22H24O12/c1-31-13-3-2-8(19-12(25)7-10-11(24)5-9(23)6-14(10)32-19)4-15(13)33-22-18(28)16(26)17(27)20(34-22)21(29)30/h2-6,12,16-20,22-28H,7H2,1H3,(H,29,30)/t12-,16+,17+,18-,19-,20+,22-/m1/s1
AuxInfo	1/1/N:22,1,2,3,5,4,14,6,11,7,12,17,9,8,10,19,18,20,15,16,13,21,26,27,29,31,30,32,23,28,34,24,33,25/E:(29,30)/F:22,1,2,3,5,4,14,6,11,7,12,17,9,8,10,19,18,20,15,16,13,21,26,27,29,31,30,32,28,23,34,24,33,25/rA:58cCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;;;;s1d3;;d4s7;s2;s3d9;s4d5;s5d7;;s7;s6;s13;s14s15;s16;s18;s19;s20;;d13;s8s15;s16s21;s11;s12;s13;s17;s18;s19;s20;s10s21;s9s22;s1;s2;s3;s4;s5;s14;s14;s15;s16;s17;s18;s19;s20;s21;s22;s22;s22;s26;s27;s28;s29;s30;s31;s32;/rC:3.1823,2.7109,0;3.5228,3.6512,0;4.8121,2.1155,0;.868,1.5138,0;;3.8219,1.9422,0;1.736,-.0012,0;1.7374,1.0057,0;4.5129,3.8245,0;5.1626,3.0576,0;0,1.0057,0;.868,-.4978,0;8.432,4.0481,0;2.6026,-.5032,0;3.4774,1.0034,0;8.4229,3.0481,0;3.4761,-.0036,0;8.7618,2.1018,0;8.1128,1.3409,0;7.1284,1.5168,0;6.7895,2.4632,0;4.2092,5.5297,0;7.5705,4.5559,0;2.6052,1.5109,0;7.435,3.2336,0;-.8675,1.5031,0;.8675,-1.4978,0;9.3025,4.5402,0;4.4613,.1679,0;9.8771,.7533,0;7.5074,-.301,0;6.1428,1.3473,0;6.1476,3.23,0;4.8533,4.7648,0;2.6898,2.6247,0;3.2013,4.0341,0;5.1319,1.7311,0;.8678,2.0138,0;-.4327,-.2506,0;2.9228,-.8872,0;2.2803,-.8855,0;3.9696,.9156,0;8.9159,3.1314,0;3.6456,-.474,0;9.1963,2.3491,0;8.5443,1.0883,0;7.1268,1.0168,0;6.3556,2.2145,0;3.8267,5.2077,0;4.5917,5.8518,0;3.8872,5.9122,0;-1.2998,1.2518,0;1.3004,-1.748,0;9.3071,5.0402,0;4.7818,-.2159,0;10.3701,.8366,0;7.8272,-.6854,0;5.9699,.8782,0;
Duplicates	ChEBI187206
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187000-0000187249/ChEBI187206.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187000-0000187249/ChEBI187206.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000187000-0000187249/ChEBI187206.sdf