CompChem-Database: compound details

CompChem-Database: details for selected entry

ChEBI32298 (10220)

Formula C₂₇H₃₀O₁₄

MW 578.53

InChIKey LYGPBZVKGHHTIE-UHFFFAOYNA-N

Entry_Date 2023-11-01

Net_Charge 0

Number_Atoms 71

Number_Heavy_Atoms 41

Number_Rings 5

Number_Bonds 75

Rotat_Bonds 14

Unbranched_Chain 2

Chiral_Centers 10

ONatoms 14

HB_Donor 9

HB_Acceptor 10

OpenEye_HB_Donors 9

OpenEye_HB_Acceptors 10

Lipinski_HB_Donors 9

Lipinski_HB_Acceptors 14

Lipinski_Violations 3

XLogP3 0

XLogP -2.25

logP -1.0565

PSA 239.97

MR 137.83

ABS 0.17

Solubility highly

Aggregator Pass

PM7_Heat_of_Formation_kcal_per_mol -541.72122

PM7_Total_Energy_ev -7855.00702

PM7_Electronic_Energy_ev -80793.29882

PM7_Dipole_Debye 7.55571

PM7_Point_Group C1

PM7_HOMO_Energy_ev -9.522

PM7_LUMO_Energy_ev -1.041

PM7_COSMO_Area_square_ang 471.66

PM7_COSMO_Volue_cubic_ang 639.06

PM7_Electron_Affinity_ev 1.041

PM7_Ionization_Energy_ev 9.522

PM7_Energy_Gap_ev 8.481

PM7_Global_Hardness_ev 4.2405

PM7_Global_Softness_ev 0.23582124749439926

PM7_Chemical_Potential_ev -5.2815

PM7_Electronigativity_ev 5.2815

PM7_Back_Donation_Energy_ev -1.060125

PM7_Electrophilicity_ev 3.289027502652989

OPENEYE_Name 8-[(2~{S},3~{R},4~{S},5~{S},6~{R})-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2~{S},3~{R},4~{R},5~{R},6~{S})-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-tetrahydropyran-2-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one

SMILES c1cc(ccc1c2cc(=O)c3c(o2)c(c(cc3O)O)C4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)C)O)O)O)O

Canonical_SMILES OC[C@H]1O[C@H]([C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)c1c(O)cc(c2c1oc(cc2=O)c1ccc(cc1)O)O

InChI 1/C27H30O14/c1-9-19(33)21(35)23(37)27(38-9)41-26-22(36)20(34)16(8-28)40-25(26)18-13(31)6-12(30)17-14(32)7-15(39-24(17)18)10-2-4-11(29)5-3-10/h2-7,9,16,19-23,25-31,33-37H,8H2,1H3

InChI_3D 1S/C27H30O14/c1-9-19(33)21(35)23(37)27(38-9)41-26-22(36)20(34)16(8-28)40-25(26)18-13(31)6-12(30)17-14(32)7-15(39-24(17)18)10-2-4-11(29)5-3-10/h2-7,9,16,19-23,25-31,33-37H,8H2,1H3/t9-,16+,19-,20+,21+,22-,23+,25-,26+,27-/m0/s1

AuxInfo 1/0/N:26,1,2,3,4,5,13,27,23,6,10,11,12,15,14,24,7,8,21,20,19,18,22,9,16,17,25,40,32,33,34,28,38,37,36,35,39,31,29,30,41/E:(2,3)(4,5)/rA:71cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s1d2;;;d7s8;s3d4;d5s7;s5d8;;s6d13;s7s13;s8;s16;s17;;s18;s19;s19;s21;s20;s22;s23;s24;d15;s9s14;s16s24;s23s25;s10;s11;s12;s18;s19;s20;s21;s22;s27;s17s25;s1;s2;s3;s4;s5;s13;s16;s17;s18;s19;s20;s21;s22;s23;s24;s25;s26;s26;s26;s27;s27;s32;s33;s34;s35;s36;s37;s38;s39;s40;/rC:4.344,2.5014,0;5.208,.9968,0;5.2157,3.002,0;6.0797,1.4974,0;;4.3446,1.5014,0;1.736,-.0012,0;.868,1.5138,0;1.7374,1.0057,0;6.088,2.5025,0;.868,-.4978,0;0,1.0057,0;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;.8674,3.2638,0;-.1221,3.087,0;-.7645,3.8534,0;-3.8364,.6005,0;-.4274,4.7949,0;-3.1985,-.1697,0;-3.4937,1.54,0;-2.208,.0013,0;.5621,4.9717,0;-2.5032,1.711,0;-2.2176,-1.7486,0;2.0722,5.8562,0;2.5998,-1.5032,0;2.6052,1.5109,0;1.2145,4.2071,0;-1.8553,.9426,0;6.9552,3.0005,0;.8675,-1.4978,0;-.8675,1.5031,0;-2.2829,4.7234,0;-5.3496,1.4794,0;-.4331,6.5449,0;-4.7188,-1.0364,0;-3.4892,3.29,0;2.9351,6.3616,0;-1.6373,2.2114,0;3.9112,2.7518,0;5.2061,.4968,0;5.2154,3.502,0;6.5114,1.2451,0;-.4327,-.2506,0;3.9084,-.2548,0;1.3596,3.1762,0;.0495,2.6173,0;-1.0854,3.4699,0;-4.1595,.2189,0;-.9201,4.8796,0;-3.0296,-.6403,0;-3.986,1.6276,0;-1.7162,-.0892,0;.3891,5.4408,0;-2.6734,2.1812,0;-2.7176,-1.7459,0;-1.7176,-1.7514,0;-2.2204,-2.2486,0;2.3249,5.4248,0;1.8195,6.2876,0;6.9563,3.5005,0;1.3004,-1.748,0;-.869,2.0031,0;-2.7151,4.472,0;-5.7833,1.2305,0;-.867,6.7935,0;-4.7216,-1.5364,0;-3.9216,3.5411,0;3.3696,6.1143,0;

Duplicates ChEBI32298;ChEBI82682

mol2_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000032250-0000032499/ChEBI32298.mol2

pdbqt_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000032250-0000032499/ChEBI32298.pdbqt

sdf_Path /CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000032250-0000032499/ChEBI32298.sdf

Formula	C₂₇H₃₀O₁₄
MW	578.53
InChIKey	LYGPBZVKGHHTIE-UHFFFAOYNA-N
Entry_Date	2023-11-01
Net_Charge	0
Number_Atoms	71
Number_Heavy_Atoms	41
Number_Rings	5
Number_Bonds	75
Rotat_Bonds	14
Unbranched_Chain	2
Chiral_Centers	10
ONatoms	14
HB_Donor	9
HB_Acceptor	10
OpenEye_HB_Donors	9
OpenEye_HB_Acceptors	10
Lipinski_HB_Donors	9
Lipinski_HB_Acceptors	14
Lipinski_Violations	3
XLogP3	0
XLogP	-2.25
logP	-1.0565
PSA	239.97
MR	137.83
ABS	0.17
Solubility	highly
Aggregator	Pass
PM7_Heat_of_Formation_kcal_per_mol	-541.72122
PM7_Total_Energy_ev	-7855.00702
PM7_Electronic_Energy_ev	-80793.29882
PM7_Dipole_Debye	7.55571
PM7_Point_Group	C1
PM7_HOMO_Energy_ev	-9.522
PM7_LUMO_Energy_ev	-1.041
PM7_COSMO_Area_square_ang	471.66
PM7_COSMO_Volue_cubic_ang	639.06
PM7_Electron_Affinity_ev	1.041
PM7_Ionization_Energy_ev	9.522
PM7_Energy_Gap_ev	8.481
PM7_Global_Hardness_ev	4.2405
PM7_Global_Softness_ev	0.23582124749439926
PM7_Chemical_Potential_ev	-5.2815
PM7_Electronigativity_ev	5.2815
PM7_Back_Donation_Energy_ev	-1.060125
PM7_Electrophilicity_ev	3.289027502652989
OPENEYE_Name	8-[(2~{S},3~{R},4~{S},5~{S},6~{R})-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2~{S},3~{R},4~{R},5~{R},6~{S})-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-tetrahydropyran-2-yl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
SMILES	c1cc(ccc1c2cc(=O)c3c(o2)c(c(cc3O)O)C4C(C(C(C(O4)CO)O)O)OC5C(C(C(C(O5)C)O)O)O)O
Canonical_SMILES	OC[C@H]1O[C@H]([C@@H]([C@H]([C@@H]1O)O)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)c1c(O)cc(c2c1oc(cc2=O)c1ccc(cc1)O)O
InChI	1/C27H30O14/c1-9-19(33)21(35)23(37)27(38-9)41-26-22(36)20(34)16(8-28)40-25(26)18-13(31)6-12(30)17-14(32)7-15(39-24(17)18)10-2-4-11(29)5-3-10/h2-7,9,16,19-23,25-31,33-37H,8H2,1H3
InChI_3D	1S/C27H30O14/c1-9-19(33)21(35)23(37)27(38-9)41-26-22(36)20(34)16(8-28)40-25(26)18-13(31)6-12(30)17-14(32)7-15(39-24(17)18)10-2-4-11(29)5-3-10/h2-7,9,16,19-23,25-31,33-37H,8H2,1H3/t9-,16+,19-,20+,21+,22-,23+,25-,26+,27-/m0/s1
AuxInfo	1/0/N:26,1,2,3,4,5,13,27,23,6,10,11,12,15,14,24,7,8,21,20,19,18,22,9,16,17,25,40,32,33,34,28,38,37,36,35,39,31,29,30,41/E:(2,3)(4,5)/rA:71cCCCCCCCCCCCCCCCCCCCCCCCCCCCOOOOOOOOOOOOOOHHHHHHHHHHHHHHHHHHHHHHHHHHHHHH/rB:;d1;s2;;s1d2;;;d7s8;s3d4;d5s7;s5d8;;s6d13;s7s13;s8;s16;s17;;s18;s19;s19;s21;s20;s22;s23;s24;d15;s9s14;s16s24;s23s25;s10;s11;s12;s18;s19;s20;s21;s22;s27;s17s25;s1;s2;s3;s4;s5;s13;s16;s17;s18;s19;s20;s21;s22;s23;s24;s25;s26;s26;s26;s27;s27;s32;s33;s34;s35;s36;s37;s38;s39;s40;/rC:4.344,2.5014,0;5.208,.9968,0;5.2157,3.002,0;6.0797,1.4974,0;;4.3446,1.5014,0;1.736,-.0012,0;.868,1.5138,0;1.7374,1.0057,0;6.088,2.5025,0;.868,-.4978,0;0,1.0057,0;3.4761,-.0036,0;3.4774,1.0034,0;2.6026,-.5032,0;.8674,3.2638,0;-.1221,3.087,0;-.7645,3.8534,0;-3.8364,.6005,0;-.4274,4.7949,0;-3.1985,-.1697,0;-3.4937,1.54,0;-2.208,.0013,0;.5621,4.9717,0;-2.5032,1.711,0;-2.2176,-1.7486,0;2.0722,5.8562,0;2.5998,-1.5032,0;2.6052,1.5109,0;1.2145,4.2071,0;-1.8553,.9426,0;6.9552,3.0005,0;.8675,-1.4978,0;-.8675,1.5031,0;-2.2829,4.7234,0;-5.3496,1.4794,0;-.4331,6.5449,0;-4.7188,-1.0364,0;-3.4892,3.29,0;2.9351,6.3616,0;-1.6373,2.2114,0;3.9112,2.7518,0;5.2061,.4968,0;5.2154,3.502,0;6.5114,1.2451,0;-.4327,-.2506,0;3.9084,-.2548,0;1.3596,3.1762,0;.0495,2.6173,0;-1.0854,3.4699,0;-4.1595,.2189,0;-.9201,4.8796,0;-3.0296,-.6403,0;-3.986,1.6276,0;-1.7162,-.0892,0;.3891,5.4408,0;-2.6734,2.1812,0;-2.7176,-1.7459,0;-1.7176,-1.7514,0;-2.2204,-2.2486,0;2.3249,5.4248,0;1.8195,6.2876,0;6.9563,3.5005,0;1.3004,-1.748,0;-.869,2.0031,0;-2.7151,4.472,0;-5.7833,1.2305,0;-.867,6.7935,0;-4.7216,-1.5364,0;-3.9216,3.5411,0;3.3696,6.1143,0;
Duplicates	ChEBI32298;ChEBI82682
mol2_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000032250-0000032499/ChEBI32298.mol2
pdbqt_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000032250-0000032499/ChEBI32298.pdbqt
sdf_Path	/CCDB/ChEBI/Database/Compound-0000000000-0000049999/Compound-0000032250-0000032499/ChEBI32298.sdf