Turraflorin B - Compound Card

Turraflorin B

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Turraflorin B

Structure
Zoomed Structure
  • Family: Plantae - Meliaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Tetranortriterpenoid
Canonical Smiles COC(=O)C[C@@H]1[C@@](C)([C@H]2[C@@H](OC(=O)C)[C@H](OC(=O)C)[C@@]3(C(=CC[C@H]3c3ccoc3)C2=C)C)[C@@H](OC(=O)C)[C@H](C(=O)C1(C)C)OC(=O)C
InChI InChI=1S/C35H44O12/c1-17-23-11-12-24(22-13-14-43-16-22)34(23,8)31(46-20(4)38)28(44-18(2)36)27(17)35(9)25(15-26(40)42-10)33(6,7)30(41)29(45-19(3)37)32(35)47-21(5)39/h11,13-14,16,24-25,27-29,31-32H,1,12,15H2,2-10H3/t24-,25-,27+,28+,29-,31-,32-,34+,35-/m0/s1
InChIKey PGHKNUKMRCMMQP-UCXWELKJSA-N
Formula C35H44O12
HBA 12
HBD 0
MW 656.73
Rotatable Bonds 8
TPSA 161.71
LogP 4.41
Number Rings 4
Number Aromatic Rings 1
Heavy Atom Count 47
Formal Charge 0
Fraction CSP3 0.6
Exact Mass 656.28
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Turraea floribunda Meliaceae Plantae 992802

Showing of synonyms

  • McFarland K, Mulholland DA, et al. (2004). Limonoids from Turraea floribunda (Meliaceae). Phytochemistry, 2004, 65(14), 2031–2037. [View]
Pubchem: 100956166
Nmrshiftdb2: 70087244

No compound-protein relationship available.

Structure

SMILES: O=C1CCC(CC1)C(C2=C)CCC(C2=3)C(CC3)c4ccoc4

Level: 2

Mol. Weight: 656.73 g/mol

Structure

SMILES: O=C1CCC(CC1)C(C2=C)CCC(C2=3)CCC3

Level: 1

Mol. Weight: 656.73 g/mol

Structure

SMILES: C=C1CCCC(C1=2)C(CC2)c3ccoc3

Level: 1

Mol. Weight: 656.73 g/mol

Structure

SMILES: C=C1CCCC(C1=2)CCC2

Level: 0

Mol. Weight: 656.73 g/mol

Structure

SMILES: O=C1CCCCC1

Level: 0

Mol. Weight: 656.73 g/mol

Structure

SMILES: c1ccoc1

Level: 0

Mol. Weight: 656.73 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.81
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.700
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
25.01

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.600
Plasma Protein Binding
94.7
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
Inhibitor
CYP 2C9 Substrate
Non-Substrate
CYP 2D6 Inhibitor
Non-Inhibitor
CYP 2D6 Substrate
Non-Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Inhibitor
OATP1B3
Inhibitor

Excretion

Clearance
11.500
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.650
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.500
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
8.380
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
-50273.510
Rat (Acute)
4.000
Rat (Chronic Oral)
2.900
Fathead Minnow
83.150
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
1221.580
Hydration Free Energy
-2.920
Log(D) at pH=7.4
2.590
Log(P)
4.27
Log S
-4.98
Log(Vapor Pressure)
-59.12
Melting Point
186.46
pKa Acid
7.09
pKa Basic
1.46
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8248
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.8210
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8137
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8021
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7979
Beta-2 adrenergic receptor P07550 ADRB2_HUMAN Homo sapiens 3 0.7959
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7946
Mycocyclosin synthase P9WPP7 CP121_MYCTU Mycobacterium tuberculosis 2 0.7859
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7832
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7808
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7716
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7611
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.7600
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7456
Bifunctional dihydrofolate reductase-thymidylate synthase P13922 DRTS_PLAFK Plasmodium falciparum 2 0.7341
Class B acid phosphatase Q540U1 APHA_SALTM Salmonella typhimurium 2 0.7309
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7307
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 2 0.7272
Aldo-keto reductase family 1 member B10 O60218 AK1BA_HUMAN Homo sapiens 2 0.7253
Glutathione S-transferase P P09211 GSTP1_HUMAN Homo sapiens 2 0.7177
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7156
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7134
Lactoylglutathione lyase Q04760 LGUL_HUMAN Homo sapiens 2 0.7120
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A O76083 PDE9A_HUMAN Homo sapiens 2 0.7058
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 2 0.7038
Metallo-beta-lactamase type 2 C7C422 BLAN1_KLEPN Klebsiella pneumoniae 2 0.7024
Pheromone-binding protein ASP1 Q9U9J6 Q9U9J6_APIME Apis mellifera 2 0.7002

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