IPAD-DB ID | C00426 |
Name | Betulinic acid |
Category | Natural compounds |
2D Structure |
|
3D Structure | |
Molecular Formula | C 3 0 H 4 8 O 3 |
Molecular Weight | 456.7g/mol |
IUPAC Name | (1R, 3aS, 5aR, 5bR, 7aR, 9S, 11aR, 11bR, 13aR, 13bR)-9-hydroxy-5a, 5b, 8, 8, 11a-pentamethyl-1-prop-1-en-2-yl-1, 2, 3, 4, 5, 6, 7, 7a, 9, 10, 11, 11b, 12, 13, 13a, 13b-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid |
InChI | InChI=1S/C30H48O3/c1-18(2)19-10-15-30(25(32)33)17-16-28(6)20(24(19)30)8-9-22-27(5)13-12-23(31)26(3, 4)21(27)11-14-29(22, 28)7/h19-24, 31H, 1, 8-17H2, 2-7H3, (H, 32, 33)/t19-, 20+, 21-, 22+, 23-, 24+, 27-, 28+, 29+, 30-/m0/s1 |
InChIKey | QGJZLNKBHJESQX-FZFNOLFKSA-N |
Canonical SMILES | CC(=C)C1CCC2(C1C3CCC4C5(CCC(C(C5CCC4(C3(CC2)C)C)(C)C)O)C)C(=O)O |
PubChem CID | 64971 |
DrugBank Accession Number | - |
CAS Registry Number | 472-15-1 |
Molecular Weight(Computed by SwissADME) | 456.7 |
Hac(Computed by SwissADME) | 33 |
Volume(Computed by ADMETlab 2.0) | 505.751 |
Density(Computed by ADMETlab 2.0) | 0.902 |
nRing(Computed by ADMETlab 2.0) | 5 |
MaxRing(Computed by ADMETlab 2.0) | 21 |
nHet(Computed by ADMETlab 2.0) | 3 |
fChar(Computed by ADMETlab 2.0) | 0 |
nRig(Computed by ADMETlab 2.0) | 27 |
Flexibility(Computed by ADMETlab 2.0) | 0.074 |
Stero Centers(Computed by ADMETlab 2.0) | 10 |
LogS(Computed by ADMETlab 2.0) | -4.434 |
LogD(Computed by ADMETlab 2.0) | 5.459 |
logP(Computed by ADMETlab 2.0) | 7.09 |
TPSA(Computed by SwissADME) | 57.53 Ų |
Hbond Acceptor(Computed by SwissADME) | 3 |
Hbond Donor(Computed by SwissADME) | 2 |
Rotatable Bonds(Computed by SwissADME) | 2 |
GI Absorption(Computed by SwissADME) | Low |
BBB(blood-brain barrier) Permeant(Computed by SwissADME) | No |
P-gp Substrate(Computed by SwissADME) | No |
CYP1A2 Inhibitor(Computed by SwissADME) | No |
CYP2C19 Inhibitor(Computed by SwissADME) | No |
CYP2C9 Inhibitor(Computed by SwissADME) | Yes |
CYP2D6 Inhibitor(Computed by SwissADME) | No |
CYP3A4 Inhibitor(Computed by SwissADME) | No |
log Kp(Skin Permeation)(Computed by SwissADME) | -3.26 cm/s |
Lipinski(Computed by SwissADME) | Yes, 1 violation: MLOGP>4.15 |
Ghose(Computed by SwissADME) | No, 3 violations: WLOGP>5.6, MR>130, #atoms>70 |
Veber(Computed by SwissADME) | Yes |
Egan(Computed by SwissADME) | No, 1 violation: WLOGP>5.88 |
Muegge(Computed by SwissADME) | No, 1 violation: XLOGP3>5 |
Bioavailability Score(Computed by SwissADME) | 0.85 |