IPAD-DB ID | C00569 |
Name | Icariin |
Category | Natural compounds |
2D Structure |
|
3D Structure | |
Molecular Formula | C 3 3 H 4 0 O 1 5 |
Molecular Weight | 676.7 g/mol |
IUPAC Name | 5-hydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-7-[(2S, 3R, 4S, 5S, 6R)-3, 4, 5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-[(2S, 3R, 4R, 5R, 6S)-3, 4, 5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one |
InChI | InChI=1S/C33H40O15/c1-13(2)5-10-17-19(45-33-28(42)26(40)23(37)20(12-34)46-33)11-18(35)21-24(38)31(48-32-27(41)25(39)22(36)14(3)44-32)29(47-30(17)21)15-6-8-16(43-4)9-7-15/h5-9, 11, 14, 20, 22-23, 25-28, 32-37, 39-42H, 10, 12H2, 1-4H3/t14-, 20+, 22-, 23+, 25+, 26-, 27+, 28+, 32-, 33+/m0/s1 |
InChIKey | TZJALUIVHRYQQB-XLRXWWTNSA-N |
Canonical SMILES | CC1C(C(C(C(O1)OC2=C(OC3=C(C2=O)C(=CC(=C3CC=C(C)C)OC4C(C(C(C(O4)CO)O)O)O)O)C5=CC=C(C=C5)OC)O)O)O |
PubChem CID | 5318997 |
DrugBank Accession Number | - |
CAS Registry Number | 489-32-7 |
Molecular Weight(Computed by SwissADME) | 676.66 |
Hac(Computed by SwissADME) | 48 |
Volume(Computed by ADMETlab 2.0) | 644.667 |
Density(Computed by ADMETlab 2.0) | 1.049 |
nRing(Computed by ADMETlab 2.0) | 5 |
MaxRing(Computed by ADMETlab 2.0) | 10 |
nHet(Computed by ADMETlab 2.0) | 15 |
fChar(Computed by ADMETlab 2.0) | 0 |
nRig(Computed by ADMETlab 2.0) | 31 |
Flexibility(Computed by ADMETlab 2.0) | 0.29 |
Stero Centers(Computed by ADMETlab 2.0) | 10 |
LogS(Computed by ADMETlab 2.0) | -3.781 |
LogD(Computed by ADMETlab 2.0) | 2.066 |
logP(Computed by ADMETlab 2.0) | 1.587 |
TPSA(Computed by SwissADME) | 238.2 |
Hbond Acceptor(Computed by SwissADME) | 15 |
Hbond Donor(Computed by SwissADME) | 8 |
Rotatable Bonds(Computed by SwissADME) |
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) | -9.25 |
Lipinski(Computed by SwissADME) | 3 |
Ghose(Computed by SwissADME) | 3 |
Veber(Computed by SwissADME) | 1 |
Egan(Computed by SwissADME) | 1 |
Muegge(Computed by SwissADME) | 4 |
Bioavailability Score(Computed by SwissADME) | 0.17 |