(10R,10′R)-wentibianthrone C - Compound Card

(10R,10′R)-wentibianthrone C

Select a section from the left sidebar

(10R,10′R)-wentibianthrone C

Structure
Zoomed Structure
  • Family: Fungi - Trichocomaceae
  • Kingdom: Fungi
  • Class: Bianthrone
Canonical Smiles COc1cc(OC)c2c(c1)[C@@H](c1c(C2=O)c(O)cc(c1)C)[C@@H]1c2cc(C)cc(c2C(=O)c2c1cc(O)cc2OC)O
InChI InChI=1S/C33H28O8/c1-14-6-18-26(20-10-16(34)11-24(40-4)30(20)32(37)28(18)22(35)8-14)27-19-7-15(2)9-23(36)29(19)33(38)31-21(27)12-17(39-3)13-25(31)41-5/h6-13,26-27,34-36H,1-5H3/t26-,27-/m1/s1
InChIKey BWKZQMHHIFWJID-KAYWLYCHSA-N
Formula C33H28O8
HBA 8
HBD 3
MW 552.58
Rotatable Bonds 4
TPSA 122.52
LogP 5.5
Number Rings 6
Number Aromatic Rings 4
Heavy Atom Count 41
Formal Charge 0
Fraction CSP3 0.21
Exact Mass 552.18
Number of Lipinski Rule Violations 2
# Species Family Kingdom NCBI Taxonomy ID
1 Aspergillus wentii Trichocomaceae Fungi 5066

Showing of synonyms

  • Form I.C, Bonus M, et al. (2019). Xanthone, benzophenone and bianthrone derivatives from the hypersaline lake-derived fungus Aspergillus wentii. Bioorg Med Chem,2019,27(20),115005. [View] [PubMed]
Pubchem: 146682323
Nmrshiftdb2: 70067119

No compound-protein relationship available.

Structure

SMILES: c1cccc(C2=O)c1C(c(c23)cccc3)C(c(c45)cccc5)c6c(C4=O)cccc6

Level: 1

Mol. Weight: 552.58 g/mol

Structure

SMILES: c1cccc(c12)Cc3c(C2=O)cccc3

Level: 0

Mol. Weight: 552.58 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
-4.760
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
3.4

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.480
Plasma Protein Binding
87.82
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
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
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
7.270
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.950
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.630
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.350
Micronucleos
Toxic
NR-AhR
Safe
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Toxic
T. Pyriformis
-7803.370
Rat (Acute)
2.410
Rat (Chronic Oral)
3.390
Fathead Minnow
24.920
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
501.360
Hydration Free Energy
-2.860
Log(D) at pH=7.4
4.640
Log(P)
6.93
Log S
-7.76
Log(Vapor Pressure)
-11.7
Melting Point
259.85
pKa Acid
7.48
pKa Basic
3.25
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Acetylcholinesterase P21836 ACES_MOUSE Mus musculus 3 0.8675
Ribosomal small subunit pseudouridine synthase A P0AA43 RSUA_ECOLI Escherichia coli 3 0.8511
HTH-type transcriptional regulator QacR P0A0N3 QACR_STAAM Staphylococcus aureus 3 0.8334
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q4WP27 Q4WP27_ASPFU Aspergillus fumigatus 3 0.8042
Protein farnesyltransferase/geranylgeranyltransferase type-1 subunit alpha Q04631 FNTA_RAT Rattus norvegicus 3 0.7533
Angiotensin-converting enzyme 2 Q9BYF1 ACE2_HUMAN Homo sapiens 2 0.7106
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.7075
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7051

Download SDF