Rhodiflavan B - Compound Card

Rhodiflavan B

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Rhodiflavan B

Structure
Zoomed Structure
  • Family: Plantae - Leguminosae/Fabaceae
  • Kingdom: Plantae
  • Class: Flavonoid
    • Subclass: Flavan
Canonical Smiles CC(=CCC1(CC=C(C)C)C2=C([C@@H](C[C@H](O2)c2ccccc2)O)C(=O)[C@](C1=O)(O)CC=C(C)C)C
InChI InChI=1S/C30H38O5/c1-19(2)12-15-29(16-13-20(3)4)27-25(26(32)30(34,28(29)33)17-14-21(5)6)23(31)18-24(35-27)22-10-8-7-9-11-22/h7-14,23-24,31,34H,15-18H2,1-6H3/t23-,24+,30-/m1/s1
InChIKey AMZUNTHOABKHBP-FSGGQHMVSA-N
Formula C30H38O5
HBA 5
HBD 2
MW 478.63
Rotatable Bonds 7
TPSA 83.83
LogP 5.7
Number Rings 3
Number Aromatic Rings 1
Heavy Atom Count 35
Formal Charge 0
Fraction CSP3 0.47
Exact Mass 478.27
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Tephrosia rhodesica Leguminosae/Fabaceae Plantae 556521

Showing of synonyms

  • Atilaw Y, Muiva-Mutisya L, et al. (2020). Prenylated Flavonoids from the Roots of Tephrosia rhodesica. Journal of natural products, 2020, 83(8), 2390–2398. [View]
Pubchem: 162653925

No compound-protein relationship available.

Structure

SMILES: O=C1CC(=O)CC(=C12)OC(CC2)c3ccccc3

Level: 1

Mol. Weight: 478.63 g/mol

Structure

SMILES: C1CCOC(=C12)CC(=O)CC2=O

Level: 0

Mol. Weight: 478.63 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 478.63 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.45
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.74
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.77

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.2
Plasma Protein Binding
100.99
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Non-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
4.69
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.02
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.56
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
7.88
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
Safe
T. Pyriformis
-187.42
Rat (Acute)
3.5
Rat (Chronic Oral)
2.78
Fathead Minnow
5.59
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
438.35
Hydration Free Energy
-2.97
Log(D) at pH=7.4
4.0
Log(P)
6.75
Log S
-5.4
Log(Vapor Pressure)
-8.69
Melting Point
129.99
pKa Acid
6.44
pKa Basic
3.34
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.9348
Carminomycin 4-O-methyltransferase DnrK Q06528 DNRK_STRPE Streptomyces peucetius 3 0.8312
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7887
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7842
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7840
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.7723
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 2 0.7591
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7462
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7435
Bromodomain adjacent to zinc finger domain protein 2B Q9UIF8 BAZ2B_HUMAN Homo sapiens 2 0.7376
Retinol dehydratase Q26490 Q26490_SPOFR Spodoptera frugiperda 3 0.7359
Aromatic-amino-acid aminotransferase P95468 TYRB_PARDE Paracoccus denitrificans 2 0.7323
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7310
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7261
NADPH-dependent oxidoreductase 2-alkenal reductase Q39172 AER_ARATH Arabidopsis thaliana 2 0.7235
Gag-Pol polyprotein P12497 POL_HV1N5 Human immunodeficiency virus type 1 group M subtype B 3 0.7221
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 2 0.7221
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 2 0.7215
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7121
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7077
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7075
Aldo-keto reductase family 1 member C1 Q04828 AK1C1_HUMAN Homo sapiens 2 0.7056
cGMP-dependent protein kinase 2 Q13237 KGP2_HUMAN Homo sapiens 2 0.7053
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7051
Biphenyl-2,3-diol 1,2-dioxygenase P17297 BPHC_PSES1 Pseudomonas sp 2 0.7024
4-chlorobenzoyl CoA ligase Q8GN86 Q8GN86_9BURK Alcaligenes sp. AL3007 2 0.7013
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 2 0.7008
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7003

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