CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI181094 (96784)

Formula C₂₃H₂₈O₁₁

MW 480.47

InChIKey DWQNDLRNUNNJHX-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 62

Number_Heavy_Atoms 34

Number_Rings 3

Number_Bonds 64

Rotat_Bonds 14

Unbranched_Chain 2

Chiral_Centers 8

ONatoms 11

HB_Donor 5

HB_Acceptor 7

OpenEye_HB_Donors 5

OpenEye_HB_Acceptors 9

Lipinski_HB_Donors 5

Lipinski_HB_Acceptors 11

Lipinski_Violations 1

XLogP3 0

XLogP -0.32

logP -1.3393

PSA 172.21

MR 114.485

ABS 0.55

Solubility very

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -410.70037

PM7_Total_Energy_ev -6450.14991

PM7_Electronic_Energy_ev -58847.50938

PM7_Dipole_Debye 4.14419

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.777

PM7_LUMO_Energy_ev -0.854

PM7_COSMO_Area_square_ang 431.18

PM7_COSMO_Volue_cubic_ang 552.19

PM7_Electron_Affinity_ev 0.854

PM7_Ionization_Energy_ev 9.777

PM7_Energy_Gap_ev 8.923

PM7_Global_Hardness_ev 4.4615

PM7_Global_Softness_ev 0.2241398632746834

PM7_Chemical_Potential_ev -5.3155

PM7_Electronigativity_ev 5.3155

PM7_Back_Donation_Energy_ev -1.115375

PM7_Electrophilicity_ev 3.1664843942620196

OPENEYE_Name methyl (3~{R},4~{R},5~{R})-5-[(2~{R},3~{R},4~{S},5~{S},6~{R})-4,5-dihydroxy-6-(hydroxymethyl)-3-[(~{E})-3-phenylprop-2-enoyl]oxy-tetrahydropyran-2-yl]oxy-3,4-dihydroxy-cyclohexene-1-carboxylate

SMILES c1ccc(cc1)C=CC(=O)OC2C(C(C(OC2OC3CC(=CC(C3O)O)C(=O)OC)CO)O)O

Canonical_SMILES OC[C@H]1O[C@@H](O[C@@H]2CC(=C[C@H]([C@H]2O)O)C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)OC(=O)/C=C/c1ccccc1

InChI 1/C23H28O11/c1-31-22(30)13-9-14(25)18(27)15(10-13)32-23-21(20(29)19(28)16(11-24)33-23)34-17(26)8-7-12-5-3-2-4-6-12/h2-9,14-16,18-21,23-25,27-29H,10-11H2,1H3

InChI_3D 1S/C23H28O11/c1-31-22(30)13-9-14(25)18(27)15(10-13)32-23-21(20(29)19(28)16(11-24)33-23)34-17(26)8-7-12-5-3-2-4-6-12/h2-9,14-16,18-21,23-25,27-29H,10-11H2,1H3/b8-7+/t14-,15-,16-,18-,19-,20+,21-,23-/m1/s1

AuxInfo 1/0/N:22,1,2,3,4,5,9,10,7,13,23,6,8,14,15,20,12,16,18,17,19,11,21,31,27,25,28,30,29,24,32,34,26,33/E:(3,4)(5,6)/rA:62cCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;d7;s6;w9;s8;s10;s8;s7;s13;s14s15;;s17;s17;s18;s19;;s20;d11;d12;s20s21;s14;s16;s17;s18;s23;s11s22;s12s19;s15s21;s1;s2;s3;s4;s5;s7;s9;s10;s13;s13;s14;s15;s16;s17;s18;s19;s20;s21;s22;s22;s22;s23;s23;s27;s28;s29;s30;s31;/rC:7.5263,1.665,0;7.1861,.7246,0;6.8865,2.4335,0;6.196,.551,0;5.8964,2.2599,0;5.5461,1.3178,0;1.1501,5.9737,0;2.133,5.7895,0;4.5612,1.1451,0;4.2182,.2057,0;2.7818,6.5504,0;3.2333,.0331,0;2.4704,4.8481,0;.4979,5.2088,0;1.8182,4.0831,0;.8287,4.2596,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;3.096,8.2537,0;-2.5903,1.1954,0;3.7652,6.369,0;2.8903,-.9063,0;0,2.0104,0;-.1373,5.9811,0;-.8976,3.9727,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;-3.5748,1.0198,0;2.4472,7.4928,0;2.5912,.7997,0;1.2132,2.441,0;8.0188,1.7513,0;7.5077,.3417,0;7.0586,2.903,0;6.0259,.0808,0;5.5765,2.6442,0;.9835,6.4451,0;4.2401,1.5284,0;4.5393,-.1776,0;2.7891,4.4628,0;2.9049,5.0955,0;.062,4.9639,0;2.2497,3.8306,0;.8257,3.7596,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.0404,1.9719,0;1.3597,1.4149,0;2.7155,8.5781,0;3.4765,7.9293,0;3.4204,8.6342,0;-2.5025,.7032,0;-2.6781,1.6877,0;-.6305,5.8991,0;-1.0733,3.5046,0;.9521,-1.8113,0;-1.9551,-1.2359,0;-3.7449,.5497,0;

Duplicates ChEBI181094

mol2_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181000-0000181249/ChEBI181094.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181000-0000181249/ChEBI181094.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181000-0000181249/ChEBI181094.sdf

Formula	C₂₃H₂₈O₁₁
MW	480.47
InChIKey	DWQNDLRNUNNJHX-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	62
Number_Heavy_Atoms	34
Number_Rings	3
Number_Bonds	64
Rotat_Bonds	14
Unbranched_Chain	2
Chiral_Centers	8
ONatoms	11
HB_Donor	5
HB_Acceptor	7
OpenEye_HB_Donors	5
OpenEye_HB_Acceptors	9
Lipinski_HB_Donors	5
Lipinski_HB_Acceptors	11
Lipinski_Violations	1
XLogP3	0
XLogP	-0.32
logP	-1.3393
PSA	172.21
MR	114.485
ABS	0.55
Solubility	very
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-410.70037
PM7_Total_Energy_ev	-6450.14991
PM7_Electronic_Energy_ev	-58847.50938
PM7_Dipole_Debye	4.14419
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.777
PM7_LUMO_Energy_ev	-0.854
PM7_COSMO_Area_square_ang	431.18
PM7_COSMO_Volue_cubic_ang	552.19
PM7_Electron_Affinity_ev	0.854
PM7_Ionization_Energy_ev	9.777
PM7_Energy_Gap_ev	8.923
PM7_Global_Hardness_ev	4.4615
PM7_Global_Softness_ev	0.2241398632746834
PM7_Chemical_Potential_ev	-5.3155
PM7_Electronigativity_ev	5.3155
PM7_Back_Donation_Energy_ev	-1.115375
PM7_Electrophilicity_ev	3.1664843942620196
OPENEYE_Name	methyl (3~{R},4~{R},5~{R})-5-[(2~{R},3~{R},4~{S},5~{S},6~{R})-4,5-dihydroxy-6-(hydroxymethyl)-3-[(~{E})-3-phenylprop-2-enoyl]oxy-tetrahydropyran-2-yl]oxy-3,4-dihydroxy-cyclohexene-1-carboxylate
SMILES	c1ccc(cc1)C=CC(=O)OC2C(C(C(OC2OC3CC(=CC(C3O)O)C(=O)OC)CO)O)O
Canonical_SMILES	OC[C@H]1O[C@@H](O[C@@H]2CC(=C[C@H]([C@H]2O)O)C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)OC(=O)/C=C/c1ccccc1
InChI	1/C23H28O11/c1-31-22(30)13-9-14(25)18(27)15(10-13)32-23-21(20(29)19(28)16(11-24)33-23)34-17(26)8-7-12-5-3-2-4-6-12/h2-9,14-16,18-21,23-25,27-29H,10-11H2,1H3
InChI_3D	1S/C23H28O11/c1-31-22(30)13-9-14(25)18(27)15(10-13)32-23-21(20(29)19(28)16(11-24)33-23)34-17(26)8-7-12-5-3-2-4-6-12/h2-9,14-16,18-21,23-25,27-29H,10-11H2,1H3/b8-7+/t14-,15-,16-,18-,19-,20+,21-,23-/m1/s1
AuxInfo	1/0/N:22,1,2,3,4,5,9,10,7,13,23,6,8,14,15,20,12,16,18,17,19,11,21,31,27,25,28,30,29,24,32,34,26,33/E:(3,4)(5,6)/rA:62cCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:d1;s1;s2;d3;d4s5;;d7;s6;w9;s8;s10;s8;s7;s13;s14s15;;s17;s17;s18;s19;;s20;d11;d12;s20s21;s14;s16;s17;s18;s23;s11s22;s12s19;s15s21;s1;s2;s3;s4;s5;s7;s9;s10;s13;s13;s14;s15;s16;s17;s18;s19;s20;s21;s22;s22;s22;s23;s23;s27;s28;s29;s30;s31;/rC:7.5263,1.665,0;7.1861,.7246,0;6.8865,2.4335,0;6.196,.551,0;5.8964,2.2599,0;5.5461,1.3178,0;1.1501,5.9737,0;2.133,5.7895,0;4.5612,1.1451,0;4.2182,.2057,0;2.7818,6.5504,0;3.2333,.0331,0;2.4704,4.8481,0;.4979,5.2088,0;1.8182,4.0831,0;.8287,4.2596,0;;-.8675,.4975,0;.8675,.4975,0;-.8675,1.5027,0;.8675,1.5027,0;3.096,8.2537,0;-2.5903,1.1954,0;3.7652,6.369,0;2.8903,-.9063,0;0,2.0104,0;-.1373,5.9811,0;-.8976,3.9727,0;1.1236,-1.3417,0;-1.4629,-1.1481,0;-3.5748,1.0198,0;2.4472,7.4928,0;2.5912,.7997,0;1.2132,2.441,0;8.0188,1.7513,0;7.5077,.3417,0;7.0586,2.903,0;6.0259,.0808,0;5.5765,2.6442,0;.9835,6.4451,0;4.2401,1.5284,0;4.5393,-.1776,0;2.7891,4.4628,0;2.9049,5.0955,0;.062,4.9639,0;2.2497,3.8306,0;.8257,3.7596,0;-.321,-.3833,0;-1.36,.5838,0;1.0376,.0273,0;-1.0404,1.9719,0;1.3597,1.4149,0;2.7155,8.5781,0;3.4765,7.9293,0;3.4204,8.6342,0;-2.5025,.7032,0;-2.6781,1.6877,0;-.6305,5.8991,0;-1.0733,3.5046,0;.9521,-1.8113,0;-1.9551,-1.2359,0;-3.7449,.5497,0;
Duplicates	ChEBI181094
mol2_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181000-0000181249/ChEBI181094.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181000-0000181249/ChEBI181094.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000150000-0000199999/Compound-0000181000-0000181249/ChEBI181094.sdf