Rubescin C - Compound Card

Rubescin C

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Rubescin C

Structure
Zoomed Structure
  • Family: Plantae - Meliaceae
  • Kingdom: Plantae
  • Class: Lignan
Canonical Smiles CC(=O)O[C@H]1C[C@@]2(C)[C@@H](CC=C2[C@]2([C@H]1[C@@]1(C)C(=O)C=C[C@@]3([C@@H]1[C@H](C2=O)OC3)C)C)c1cocc1
InChI InChI=1S/C28H32O6/c1-15(29)34-18-12-26(3)17(16-9-11-32-13-16)6-7-19(26)27(4)22(18)28(5)20(30)8-10-25(2)14-33-21(23(25)28)24(27)31/h7-11,13,17-18,21-23H,6,12,14H2,1-5H3/t17-,18-,21+,22-,23-,25-,26-,27-,28+/m0/s1
InChIKey HKKVKELNWDJPHN-NHLLVSCYSA-N
Formula C28H32O6
HBA 6
HBD 0
MW 464.56
Rotatable Bonds 2
TPSA 82.81
LogP 4.41
Number Rings 6
Number Aromatic Rings 1
Heavy Atom Count 34
Formal Charge 0
Fraction CSP3 0.61
Exact Mass 464.22
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Trichilia rubescens Meliaceae Plantae 1672008

Showing of synonyms

  • Sass G, Tsamo AT, et al. (2019). Vismione B Interferes with Trypanosoma cruzi Infection of Vero Cells and Human Stem Cell-Derived Cardiomyocytes.. The American journal of tropical medicine and hygiene,2019, 101(6), 1359-1368. [View] [PubMed]
Pubchem: 72712858

No compound-protein relationship available.

Structure

SMILES: c1occc1C(CC2)C(C=23)CCC4C3C(=O)C5C6C(CO5)C=CC(=O)C46

Level: 1

Mol. Weight: 464.56 g/mol

Structure

SMILES: C1CCC(C=12)CCC3C2C(=O)C4C5C(CO4)C=CC(=O)C35

Level: 0

Mol. Weight: 464.56 g/mol

Structure

SMILES: c1ccoc1

Level: 0

Mol. Weight: 464.56 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.8
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.65
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.62

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.46
Plasma Protein Binding
84.92
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
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
Non-Inhibitor

Excretion

Clearance
14.68
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.37
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.41
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
7.26
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Toxic
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
-316.99
Rat (Acute)
3.03
Rat (Chronic Oral)
2.17
Fathead Minnow
4.02
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
479.87
Hydration Free Energy
-3.0
Log(D) at pH=7.4
3.75
Log(P)
2.85
Log S
-5.19
Log(Vapor Pressure)
-8.87
Melting Point
245.43
pKa Acid
6.49
pKa Basic
3.0
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Corticosteroid-binding globulin P08185 CBG_HUMAN Homo sapiens 3 0.9576
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.8331
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 2 0.7263
Glutathione S-transferase P P09211 GSTP1_HUMAN Homo sapiens 2 0.7255
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 4 0.7224
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7148
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 4 0.7094

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