Rohituka-3 - Compound Card

Rohituka-3

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Rohituka-3

Structure
Zoomed Structure
  • Family: Plantae - Meliaceae
  • Kingdom: Plantae
  • Class: Lignan
Canonical Smiles CCC(C(C(=O)O[C@H]1[C@@H]2O[C@@H]3[C@@]([C@]2(C)C(=C)[C@@]2([C@]1(C)[C@@H](CC2=O)c1ccoc1)O)(C)C1CC(=O)OC[C@]1(OC(=O)C3)C)O)C
InChI InChI=1S/C33H42O11/c1-8-16(2)25(37)28(38)43-27-26-30(5,17(3)33(39)21(34)11-19(31(27,33)6)18-9-10-40-14-18)32(7)20-12-23(35)41-15-29(20,4)44-24(36)13-22(32)42-26/h9-10,14,16,19-20,22,25-27,37,39H,3,8,11-13,15H2,1-2,4-7H3/t16?,19-,20?,22-,25?,26-,27-,29+,30+,31+,32+,33+/m0/s1
InChIKey UFBFPQYNRZXPSB-GFJFQXPFSA-N
Formula C33H42O11
HBA 11
HBD 2
MW 614.69
Rotatable Bonds 5
TPSA 158.8
LogP 3.01
Number Rings 6
Number Aromatic Rings 1
Heavy Atom Count 44
Formal Charge 0
Fraction CSP3 0.7
Exact Mass 614.27
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Trichilia welwitschii Meliaceae Plantae 2709005

Showing of synonyms

  • Dzoyem JP, Tsamo AT, et al. (2015). Cytotoxicity, nitric oxide and acetylcholinesterase inhibitory activity of three limonoids isolated from Trichilia welwitschii (Meliaceae).. Biological research,2015, 48, 57. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: c1occc1C(CC2=O)C(C23)CC4C(C3=C)C5C(O4)CC(=O)OC6C5CC(=O)OC6

Level: 1

Mol. Weight: 614.69 g/mol

Structure

SMILES: O=C1CCC(C12)CC3C(C2=C)C4C(O3)CC(=O)OC5C4CC(=O)OC5

Level: 0

Mol. Weight: 614.69 g/mol

Structure

SMILES: c1ccoc1

Level: 0

Mol. Weight: 614.69 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-5.37
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.81
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
12.28

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.61
Plasma Protein Binding
86.78
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Non-Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Inhibitor
OATP1B3
Inhibitor

Excretion

Clearance
7.71
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.02
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.06
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
8.41
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Toxic
T. Pyriformis
-25639.05
Rat (Acute)
5.18
Rat (Chronic Oral)
2.79
Fathead Minnow
50.01
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
351.2
Hydration Free Energy
-2.92
Log(D) at pH=7.4
2.88
Log(P)
2.21
Log S
-4.98
Log(Vapor Pressure)
-7.75
Melting Point
240.11
pKa Acid
4.54
pKa Basic
1.85
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 3 0.8416
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7622
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7332
Methionine--tRNA ligase P00959 SYM_ECOLI Escherichia coli 3 0.7179
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7130
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7062

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