CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI27589 (7703)

Formula C₃₀H₂₆O₁₂

MW 578.53

InChIKey XFZJEEAOWLFHDH-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 68

Number_Heavy_Atoms 42

Number_Rings 6

Number_Bonds 73

Rotat_Bonds 13

Unbranched_Chain 1

Chiral_Centers 5

ONatoms 12

HB_Donor 10

HB_Acceptor 10

OpenEye_HB_Donors 10

OpenEye_HB_Acceptors 2

Lipinski_HB_Donors 10

Lipinski_HB_Acceptors 12

Lipinski_Violations 3

XLogP3 0

XLogP -1.5

logP 2.995

PSA 220.76

MR 146.713

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -416.24332

PM7_Total_Energy_ev -7578.53419

PM7_Electronic_Energy_ev -77705.23874

PM7_Dipole_Debye 6.22958

PM7_Point_Group C1

PM7_HOMO_Energy_ev -8.709

PM7_LUMO_Energy_ev -0.188

PM7_COSMO_Area_square_ang 466.91

PM7_COSMO_Volue_cubic_ang 627.2

PM7_Electron_Affinity_ev 0.188

PM7_Ionization_Energy_ev 8.709

PM7_Energy_Gap_ev 8.521

PM7_Global_Hardness_ev 4.2605

PM7_Global_Softness_ev 0.23471423541837813

PM7_Chemical_Potential_ev -4.4485

PM7_Electronigativity_ev 4.4485

PM7_Back_Donation_Energy_ev -1.065125

PM7_Electrophilicity_ev 2.3223978699683134

OPENEYE_Name (2~{R},3~{S},4~{S})-2-(3,4-dihydroxyphenyl)-4-[(2~{R},3~{R})-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-chroman-8-yl]chromane-3,5,7-triol

SMILES c1cc(c(cc1C2C(Cc3c(c(c(cc3O)O)C4c5c(cc(cc5O)O)OC(C4O)c6ccc(c(c6)O)O)O2)O)O)O

Canonical_SMILES Oc1cc(O)c2c(c1)O[C@@H]([C@H]([C@@H]2c1c(O)cc(c2c1O[C@@H]([C@@H](C2)O)c1ccc(c(c1)O)O)O)O)c1ccc(c(c1)O)O

InChI 1/C30H26O12/c31-13-7-20(37)24-23(8-13)41-29(12-2-4-16(33)19(36)6-12)27(40)26(24)25-21(38)10-17(34)14-9-22(39)28(42-30(14)25)11-1-3-15(32)18(35)5-11/h1-8,10,22,26-29,31-40H,9H2

InChI_3D 1S/C30H26O12/c31-13-7-20(37)24-23(8-13)41-29(12-2-4-16(33)19(36)6-12)27(40)26(24)25-21(38)10-17(34)14-9-22(39)28(42-30(14)25)11-1-3-15(32)18(35)5-11/h1-8,10,22,26-29,31-40H,9H2/t22-,26+,27+,28-,29-/m1/s1

AuxInfo 1/0/N:1,2,3,4,5,6,8,7,25,9,10,11,21,12,17,18,22,19,20,23,24,29,15,13,14,26,30,27,28,16,37,33,34,38,35,36,39,40,41,42,31,32/rA:68cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;;;;s1d5;s2d6;;;;d7s13;d12s14;s3;s4;s5d17;s6d18;s7d8;d9s12;s8d13;s9d14;s12;s13s14;s10;s11;s25s27;s26s28;s15s28;s16s27;s17;s18;s19;s20;s21;s22;s23;s24;s29;s30;s1;s2;s3;s4;s5;s6;s7;s8;s9;s25;s25;s26;s27;s28;s29;s30;s33;s34;s35;s36;s37;s38;s39;s40;s41;s42;/rC:1.1793,-2.4107,0;3.1823,2.7109,0;.3155,-1.9068,0;3.5228,3.6512,0;.3092,-3.912,0;4.8121,2.1155,0;.868,1.5138,0;;5.3595,-2.4537,0;1.1806,-3.4108,0;3.8219,1.9422,0;4.0272,-3.5667,0;1.736,-.0012,0;3.7232,-1.8474,0;1.7374,1.0057,0;3.3811,-2.7945,0;-.5559,-2.408,0;4.5129,3.8245,0;-.5634,-3.4131,0;5.1626,3.0576,0;0,1.0057,0;5.0119,-3.392,0;.868,-.4978,0;4.7152,-1.6815,0;3.6834,-4.5073,0;2.6026,-.5032,0;2.0465,-3.9109,0;3.4774,1.0034,0;2.6926,-4.6833,0;3.4761,-.0036,0;2.6052,1.5109,0;2.3911,-2.9625,0;-1.4196,-1.9041,0;4.8533,4.7648,0;-1.4302,-3.9117,0;6.1476,3.23,0;-.8675,1.5031,0;5.6529,-4.1595,0;.8671,-2.2478,0;5.0627,-.7438,0;1.1765,-5.5574,0;5.2002,.2965,0;1.6127,-2.1614,0;2.6898,2.6247,0;.317,-1.4068,0;3.2013,4.0341,0;.3099,-4.412,0;5.1319,1.7311,0;.8678,2.0138,0;-.4327,-.2506,0;5.8522,-2.369,0;3.6836,-5.0073,0;4.1757,-4.5944,0;2.2803,-.8855,0;1.7248,-4.2936,0;3.9696,.9156,0;2.8638,-5.1531,0;3.6456,-.474,0;-1.4173,-1.4041,0;4.5313,5.1473,0;-1.431,-4.4117,0;6.3192,3.6996,0;-1.2998,1.2518,0;5.4808,-4.629,0;.4339,-2.4976,0;5.5556,-.6598,0;1.1762,-6.0574,0;5.3722,.7659,0;

Duplicates ChEBI27589;ChEBI75630;ChEBI75632;ChEBI75633;ChEBI75661;ChEBI173294_s0

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027500-0000027749/ChEBI27589.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027500-0000027749/ChEBI27589.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027500-0000027749/ChEBI27589.sdf

Formula	C₃₀H₂₆O₁₂
MW	578.53
InChIKey	XFZJEEAOWLFHDH-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	68
Number_Heavy_Atoms	42
Number_Rings	6
Number_Bonds	73
Rotat_Bonds	13
Unbranched_Chain	1
Chiral_Centers	5
ONatoms	12
HB_Donor	10
HB_Acceptor	10
OpenEye_HB_Donors	10
OpenEye_HB_Acceptors	2
Lipinski_HB_Donors	10
Lipinski_HB_Acceptors	12
Lipinski_Violations	3
XLogP3	0
XLogP	-1.5
logP	2.995
PSA	220.76
MR	146.713
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-416.24332
PM7_Total_Energy_ev	-7578.53419
PM7_Electronic_Energy_ev	-77705.23874
PM7_Dipole_Debye	6.22958
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-8.709
PM7_LUMO_Energy_ev	-0.188
PM7_COSMO_Area_square_ang	466.91
PM7_COSMO_Volue_cubic_ang	627.2
PM7_Electron_Affinity_ev	0.188
PM7_Ionization_Energy_ev	8.709
PM7_Energy_Gap_ev	8.521
PM7_Global_Hardness_ev	4.2605
PM7_Global_Softness_ev	0.23471423541837813
PM7_Chemical_Potential_ev	-4.4485
PM7_Electronigativity_ev	4.4485
PM7_Back_Donation_Energy_ev	-1.065125
PM7_Electrophilicity_ev	2.3223978699683134
OPENEYE_Name	(2~{R},3~{S},4~{S})-2-(3,4-dihydroxyphenyl)-4-[(2~{R},3~{R})-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-chroman-8-yl]chromane-3,5,7-triol
SMILES	c1cc(c(cc1C2C(Cc3c(c(c(cc3O)O)C4c5c(cc(cc5O)O)OC(C4O)c6ccc(c(c6)O)O)O2)O)O)O
Canonical_SMILES	Oc1cc(O)c2c(c1)O[C@@H]([C@H]([C@@H]2c1c(O)cc(c2c1O[C@@H]([C@@H](C2)O)c1ccc(c(c1)O)O)O)O)c1ccc(c(c1)O)O
InChI	1/C30H26O12/c31-13-7-20(37)24-23(8-13)41-29(12-2-4-16(33)19(36)6-12)27(40)26(24)25-21(38)10-17(34)14-9-22(39)28(42-30(14)25)11-1-3-15(32)18(35)5-11/h1-8,10,22,26-29,31-40H,9H2
InChI_3D	1S/C30H26O12/c31-13-7-20(37)24-23(8-13)41-29(12-2-4-16(33)19(36)6-12)27(40)26(24)25-21(38)10-17(34)14-9-22(39)28(42-30(14)25)11-1-3-15(32)18(35)5-11/h1-8,10,22,26-29,31-40H,9H2/t22-,26+,27+,28-,29-/m1/s1
AuxInfo	1/0/N:1,2,3,4,5,6,8,7,25,9,10,11,21,12,17,18,22,19,20,23,24,29,15,13,14,26,30,27,28,16,37,33,34,38,35,36,39,40,41,42,31,32/rA:68cCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;d2;;;;;;s1d5;s2d6;;;;d7s13;d12s14;s3;s4;s5d17;s6d18;s7d8;d9s12;s8d13;s9d14;s12;s13s14;s10;s11;s25s27;s26s28;s15s28;s16s27;s17;s18;s19;s20;s21;s22;s23;s24;s29;s30;s1;s2;s3;s4;s5;s6;s7;s8;s9;s25;s25;s26;s27;s28;s29;s30;s33;s34;s35;s36;s37;s38;s39;s40;s41;s42;/rC:1.1793,-2.4107,0;3.1823,2.7109,0;.3155,-1.9068,0;3.5228,3.6512,0;.3092,-3.912,0;4.8121,2.1155,0;.868,1.5138,0;;5.3595,-2.4537,0;1.1806,-3.4108,0;3.8219,1.9422,0;4.0272,-3.5667,0;1.736,-.0012,0;3.7232,-1.8474,0;1.7374,1.0057,0;3.3811,-2.7945,0;-.5559,-2.408,0;4.5129,3.8245,0;-.5634,-3.4131,0;5.1626,3.0576,0;0,1.0057,0;5.0119,-3.392,0;.868,-.4978,0;4.7152,-1.6815,0;3.6834,-4.5073,0;2.6026,-.5032,0;2.0465,-3.9109,0;3.4774,1.0034,0;2.6926,-4.6833,0;3.4761,-.0036,0;2.6052,1.5109,0;2.3911,-2.9625,0;-1.4196,-1.9041,0;4.8533,4.7648,0;-1.4302,-3.9117,0;6.1476,3.23,0;-.8675,1.5031,0;5.6529,-4.1595,0;.8671,-2.2478,0;5.0627,-.7438,0;1.1765,-5.5574,0;5.2002,.2965,0;1.6127,-2.1614,0;2.6898,2.6247,0;.317,-1.4068,0;3.2013,4.0341,0;.3099,-4.412,0;5.1319,1.7311,0;.8678,2.0138,0;-.4327,-.2506,0;5.8522,-2.369,0;3.6836,-5.0073,0;4.1757,-4.5944,0;2.2803,-.8855,0;1.7248,-4.2936,0;3.9696,.9156,0;2.8638,-5.1531,0;3.6456,-.474,0;-1.4173,-1.4041,0;4.5313,5.1473,0;-1.431,-4.4117,0;6.3192,3.6996,0;-1.2998,1.2518,0;5.4808,-4.629,0;.4339,-2.4976,0;5.5556,-.6598,0;1.1762,-6.0574,0;5.3722,.7659,0;
Duplicates	ChEBI27589;ChEBI75630;ChEBI75632;ChEBI75633;ChEBI75661;ChEBI173294_s0
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027500-0000027749/ChEBI27589.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027500-0000027749/ChEBI27589.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000027500-0000027749/ChEBI27589.sdf