IPAD-DB ID | C00539 |
Name | Vitisin C |
Category | Natural compounds |
2D Structure |
|
3D Structure | |
Molecular Formula | C 5 6 H 4 2 O 1 2 |
Molecular Weight | 906.9g/mol |
IUPAC Name | 5-[(2S, 3S)-4-[(E)-2-[(2R, 3S)-3-[(2S, 3S)-3-(3, 5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2, 3-dihydro-1-benzofuran-4-yl]-2-(4-hydroxyphenyl)-2, 3-dihydro-1-benzofuran-5-yl]ethenyl]-6-hydroxy-2-(4-hydroxyphenyl)-2, 3-dihydro-1-benzofuran-3-yl]benzene-1, 3-diol |
InChI | InChI=1S/C56H42O12/c57-35-10-4-29(5-11-35)54-50(33-19-38(60)23-39(61)20-33)49-32(18-42(64)26-47(49)67-54)3-1-28-2-16-46-44(17-28)52(56(66-46)31-8-14-37(59)15-9-31)45-25-43(65)27-48-53(45)51(34-21-40(62)24-41(63)22-34)55(68-48)30-6-12-36(58)13-7-30/h1-27, 50-52, 54-65H/b3-1+/t50-, 51-, 52+, 54+, 55+, 56-/m0/s1 |
InChIKey | WZKKRZSJTLGPHH-WHSOPTDBSA-N |
Canonical SMILES | C1=CC(=CC=C1C2C(C3=C(C=C(C=C3O2)O)C=CC4=CC5=C(C=C4)OC(C5C6=C7C(C(OC7=CC(=C6)O)C8=CC=C(C=C8)O)C9=CC(=CC(=C9)O)O)C1=CC=C(C=C1)O)C1=CC(=CC(=C1)O)O)O |
PubChem CID | 16145527 |
DrugBank Accession Number | - |
CAS Registry Number | 180580-73-8 |
Molecular Weight(Computed by SwissADME) | 906.93 |
Hac(Computed by SwissADME) | 68 |
Volume(Computed by ADMETlab 2.0) | 922.582 |
Density(Computed by ADMETlab 2.0) | 0.982 |
nRing(Computed by ADMETlab 2.0) | 11 |
MaxRing(Computed by ADMETlab 2.0) | 9 |
nHet(Computed by ADMETlab 2.0) | 12 |
fChar(Computed by ADMETlab 2.0) | 0 |
nRig(Computed by ADMETlab 2.0) | 61 |
Flexibility(Computed by ADMETlab 2.0) | 0.131 |
Stero Centers(Computed by ADMETlab 2.0) | 6 |
LogS(Computed by ADMETlab 2.0) | -2.268 |
LogD(Computed by ADMETlab 2.0) | 4.225 |
logP(Computed by ADMETlab 2.0) | 11 |
TPSA(Computed by SwissADME) | 209.76 Ų |
Hbond Acceptor(Computed by SwissADME) | 12 |
Hbond Donor(Computed by SwissADME) | 9 |
Rotatable Bonds(Computed by SwissADME) | 8 |
GI Absorption(Computed by SwissADME) | Low |
BBB(blood-brain barrier) Permeant(Computed by SwissADME) | No |
P-gp Substrate(Computed by SwissADME) | Yes |
CYP1A2 Inhibitor(Computed by SwissADME) | No |
CYP2C19 Inhibitor(Computed by SwissADME) | No |
CYP2C9 Inhibitor(Computed by SwissADME) | No |
CYP2D6 Inhibitor(Computed by SwissADME) | No |
CYP3A4 Inhibitor(Computed by SwissADME) | No |
log Kp(Skin Permeation)(Computed by SwissADME) | -4.76 cm/s |
Lipinski(Computed by SwissADME) | No, 3 violations: MW>500, NorO>10, NHorOH>5 |
Ghose(Computed by SwissADME) | No, 4 violations: MW>480, WLOGP>5.6, MR>130, #atoms>70 |
Veber(Computed by SwissADME) | No, 1 violation: TPSA>140 |
Egan(Computed by SwissADME) | No, 2 violations: WLOGP>5.88, TPSA>131.6 |
Muegge(Computed by SwissADME) | No, 6 violations: MW>600, XLOGP3>5, TPSA>150, #rings>7, H-acc>10, H-don>5 |
Bioavailability Score(Computed by SwissADME) | 0.17 |