Chemical ID: 6420356

c1cc(c(c2c1c(c-3ccc(=O)c(c3o2)O)C4CCCCC4C(=O)O)O)O
Chemical ID:
6420356
Name [?]:
2-(4,5,6-trihydroxy-3-oxo-xanthen-9-yl)cyclohexane-1-carboxylic acid
SMILES [?]:
c1cc(c(c2c1c(c-3ccc(=O)c(c3o2)O)C4CCCCC4C(=O)O)O)O
InChi [?]:
InChI=1/C20H18O7/c21-13-7-5-11-15(9-3-1-2-4-10(9)20(25)26)12-6-8-14(22)17(24)19(12)27-18(11)16(13)23/h5-10,21,23-24H,1-4H2,(H,25,26)
InChi Info:
AuxInfo=1/1/N:19,20,18,21,1,9,2,10,17,22,6,8,3,11,7,4,13,5,14,23,27,12,26,16,24,25,15/E:(25,26)/rA:27cCCCCCCCCCCCOCCOOCCCCCCCOOOO/rB:s1;d2;s3;d4;d1s5;s6;d7;s8;d9;s10;d11;s11;s8d13;s5s14;s13;s7;s17;s18;s19;s20;s17s21;s22;d23;s23;s4;s3;/rC:;;;;;;;;;;;;;;;;;;;;;;;;;;;

Chemical Details

Atom Count
Formula:C20H18O7
All Atoms:27
Heavy Atoms:27
Chiral Atoms:2
ZAP Information [?]
Total:5.74857
Area:505.118
Solvation:-6.87938
Coulombic:-90.4137
Bond Count [?]
All:30
Single:22
Double:8
Rotors:2
Chiral:0
Rigid Segments:3
Chemical Properties
Molecular Weight:370.353
H-Bond Donors:4
H-Bond Acceptors:6
XLogP:3.15
LogP (Chemaxon):4.57

Name Annotations

Note: All annotations are abbreviated. For more detailed information please download chemical.

ChemicalMix SourceExternal IDDescriptorValue
c1cc(c(c2c1c(c-3ccc(=O)c(c3o2)O)C4CCCCC4C(=O)O)O)O PUBCHEM 274122 PUBCHEM_IUPAC_TRADITIONAL_NAME 2-(3,4,5-trihydroxy-6-keto-xanthen-9-yl)cyclohexanecarboxylic acid
PUBCHEM_IUPAC_SYSTEMATIC_NAME 2-(3,4,5-trihydroxy-6-oxo-xanthen-9-yl)cyclohexane-1-carboxylic acid
PUBCHEM_IUPAC_OPENEYE_NAME 2-(3,4,5-trihydroxy-6-oxo-xanthen-9-yl)cyclohexanecarboxylic acid
PUBCHEM_IUPAC_NAME 2-(3,4,5-trihydroxy-6-oxoxanthen-9-yl)cyclohexane-1-carboxylic acid
PUBCHEM_IUPAC_CAS_NAME 2-(3,4,5-trihydroxy-6-oxo-9-xanthenyl)cyclohexanecarboxylic acid

Experimental Annotations

Note: All annotations are abbreviated. For more detailed information please download chemical.

Chemical MixSourceExternal IDDescriptorValue

Descriptor Annotations

Note: All annotations are abbreviated. For more detailed information please download chemical.

Chemical MixSourceExternal IDDescriptorValue
c1cc(c(c2c1c(c-3ccc(=O)c(c3o2)O)C4CCCCC4C(=O)O)O)O NCI 119910 CAS_RN 999-99-9
DTP_NAMES (none)
E_CACTVS_VERSION 3.245
E_CAS 999-99-9
E_COMPOUND_TYPE normal
E_CONTEXT compound screened in anti-cancer and/or anti-HIV assays
E_DB_TYPE government public
E_DB_VERSION NULL
E_DB_YEAR 2003
E_FORMULA C20H18O7
E_HASHSY A197D21D40C26878
E_HASHY A197D21D40C26878
E_ICHI C20H18O7,21-11-3H-1H-9-13(19H-7H2-5H2-6H2-8H2-20H(19)18(22)26H)10-2H-4H-12(23H)15(25H)17(10)27-16(9)14(11)24H 19?,20? 12,14,13,15,5,3,7,4,11,10,16,19,9,20,21,17,18,25,8,6,2,26,22,24,23,27,1 C20H18O7,21-11-3H-1H-9-13(19H-7H2-5H2-6H2-8H2-20H(19)18(22)23)10-2H-4H-12(24H)15(26H)17(10)27-16(9)14(11)25H,(H,22,23) 19?,20? 12,14,13,15,5,3,7,4,11,10,16,19,9,20,21,17,18,25,8,6,2,26,27,22,24,23,1 (22,23)
E_IS_PUBLIC public
E_MAXFRAG_HASHSTY 9A8244BC91DC0F70
E_MAXFRAG_HASHSY A197D21D40C26878
E_MAXFRAG_HASHTY 9A8244BC91DC0F70
E_MAXFRAG_HASHY A197D21D40C26878
E_MULTIFRAG single_fragment
E_NAME NSC 119910
E_NSC 119910
E_ORIGIN NCI Open Database, DTP releases from Oct 1999, Aug 2000, Feb 2003, and Sep 2003 combined by CADD/LMC/NCI
E_SAMPLES_AVAIL yes
E_SMILES O3C1=C(C(=O)C=CC1=C(C2CCCCC2C(O)=O)C4=C3C(=C(C=C4)O)O)O
E_SOURCE NCI
E_STEREO_SPECIFIED stereo_unknown
E_STEREO_TAUTO_HASH 9A8244BC91DC0F70
E_SUPPLIER_TYPE repository
E_TAUTO_HASH 9A8244BC91DC0F70
E_THREED_SOURCE CACTVS_2D
E_UNIQUE_ID NCI-Open_09-03_NSC_119910
NSC 119910
ORIGIN DTP FEB 2003
PUBCHEM 274122 PUBCHEM_ATOM_DEF_STEREO_COUNT 0
PUBCHEM_ATOM_UDEF_STEREO_COUNT 2
PUBCHEM_BONDANNOTATIONS 1 18 8 1 19 8 14 16 8 14 17 8 16 18 8 16 20 8 17 21 8 18 22 8 19 23 8 20 24 8 21 25 8 22 26 8 23 27 8 24 26 8 25 27 8 8 14 3 9 15 3
PUBCHEM_BOND_DEF_STEREO_COUNT 0
PUBCHEM_BOND_UDEF_STEREO_COUNT 0
PUBCHEM_CACTVS_COMPLEXITY 762
PUBCHEM_CACTVS_HBOND_ACCEPTOR 7
PUBCHEM_CACTVS_HBOND_DONOR 4
PUBCHEM_CACTVS_ROTATABLE_BOND 2
PUBCHEM_CACTVS_SUBSKEYS AAADceB4OAAAAAAAAAAAAAAAAAAAAAAAAAAyYIEAAAAAAACBAAAAGgAACAAADQSAmAAwDoAABgCIAqDSCAICCAAgIAAIiAFGiMgNJzKGMBqCeCOlwBULuYeI6PyOoAABCAAIQABAAAIQADCAAAAAAAAAAA==
PUBCHEM_CACTVS_TAUTO_COUNT 38
PUBCHEM_CACTVS_TPSA 124
PUBCHEM_CACTVS_XLOGP 3.1
PUBCHEM_COMPONENT_COUNT 1
PUBCHEM_COMPOUND_CANONICALIZED 1
PUBCHEM_COMPOUND_CID 274122
PUBCHEM_EXACT_MASS 370.105253
PUBCHEM_HEAVY_ATOM_COUNT 27
PUBCHEM_ISOTOPIC_ATOM_COUNT 0
PUBCHEM_MOLECULAR_FORMULA C20H18O7
PUBCHEM_MOLECULAR_WEIGHT 370.35272
PUBCHEM_MONOISOTOPIC_WEIGHT 370.105253
PUBCHEM_NIST_INCHI InChI=1S/C20H18O7/c21-13-7-5-11-15(9-3-1-2-4-10(9)20(25)26)12-6-8-14(22)17(24)19(12)27-18(11)16(13)23/h5-10,21,23-24H,1-4H2,(H,25,26)
PUBCHEM_NIST_INCHIKEY CAVIJGGXNIURPI-UHFFFAOYSA-N
PUBCHEM_OPENEYE_CAN_SMILES C1CCC(C(C1)C2=C3C=CC(=O)C(=C3OC4=C2C=CC(=C4O)O)O)C(=O)O
PUBCHEM_OPENEYE_ISO_SMILES C1CCC(C(C1)C2=C3C=CC(=O)C(=C3OC4=C2C=CC(=C4O)O)O)C(=O)O
PUBCHEM_TOTAL_CHARGE 0
PUBCHEM_XLOGP3_AA 2.1
pubchem 274122 PUBCHEM_ATOM_DEF_STEREO_COUNT 0
PUBCHEM_ATOM_UDEF_STEREO_COUNT 2
PUBCHEM_BONDANNOTATIONS 1 18 8 1 19 8 14 16 8 14 17 8 16 18 8 16 20 8 17 21 8 18 22 8 19 23 8 20 24 8 21 25 8 22 26 8 23 27 8 24 26 8 25 27 8 8 14 3 9 15 3
PUBCHEM_BOND_DEF_STEREO_COUNT 0
PUBCHEM_BOND_UDEF_STEREO_COUNT 0
PUBCHEM_CACTVS_COMPLEXITY 762
PUBCHEM_CACTVS_HBOND_ACCEPTOR 7
PUBCHEM_CACTVS_HBOND_DONOR 4
PUBCHEM_CACTVS_ROTATABLE_BOND 2
PUBCHEM_CACTVS_SUBSKEYS AAADceB4OAAAAAAAAAAAAAAAAAAAAAAAAAAyYIEAAAAAAACBAAAAGgAACAAADQSAmAAwDoAABgCIAqDSCAICCAAgIAAIiAFGiMgNJzKGMBqCeCOlwBULuYeI6PyOoAABCAAIQABAAAIQADCAAAAAAAAAAA==
PUBCHEM_CACTVS_TAUTO_COUNT 38
PUBCHEM_CACTVS_TPSA 124
PUBCHEM_COMPONENT_COUNT 1
PUBCHEM_COMPOUND_CANONICALIZED 1
PUBCHEM_COMPOUND_CID 274122
PUBCHEM_EXACT_MASS 370.105253
PUBCHEM_HEAVY_ATOM_COUNT 27
PUBCHEM_ISOTOPIC_ATOM_COUNT 0
PUBCHEM_IUPAC_CAS_NAME 2-(3,4,5-trihydroxy-6-oxo-9-xanthenyl)cyclohexanecarboxylic acid
PUBCHEM_IUPAC_NAME 2-(3,4,5-trihydroxy-6-oxoxanthen-9-yl)cyclohexane-1-carboxylic acid
PUBCHEM_IUPAC_OPENEYE_NAME 2-(3,4,5-trihydroxy-6-oxo-xanthen-9-yl)cyclohexanecarboxylic acid
PUBCHEM_IUPAC_SYSTEMATIC_NAME 2-(3,4,5-trihydroxy-6-oxo-xanthen-9-yl)cyclohexane-1-carboxylic acid
PUBCHEM_IUPAC_TRADITIONAL_NAME 2-(3,4,5-trihydroxy-6-keto-xanthen-9-yl)cyclohexanecarboxylic acid
PUBCHEM_MOLECULAR_FORMULA C20H18O7
PUBCHEM_MOLECULAR_WEIGHT 370.35272
PUBCHEM_MONOISOTOPIC_WEIGHT 370.105253
PUBCHEM_NIST_INCHI InChI=1S/C20H18O7/c21-13-7-5-11-15(9-3-1-2-4-10(9)20(25)26)12-6-8-14(22)17(24)19(12)27-18(11)16(13)23/h5-10,21,23-24H,1-4H2,(H,25,26)
PUBCHEM_NIST_INCHIKEY CAVIJGGXNIURPI-UHFFFAOYSA-N
PUBCHEM_OPENEYE_CAN_SMILES C1CCC(C(C1)C2=C3C=CC(=O)C(=C3OC4=C2C=CC(=C4O)O)O)C(=O)O
PUBCHEM_OPENEYE_ISO_SMILES C1CCC(C(C1)C2=C3C=CC(=O)C(=C3OC4=C2C=CC(=C4O)O)O)C(=O)O
PUBCHEM_TOTAL_CHARGE 0
PUBCHEM_XLOGP3_AA 2.1