Secalonic acid D - Compound Card

Secalonic acid D

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Secalonic acid D

Structure
Zoomed Structure
  • Family: Fungi - Trichocomaceae
  • Kingdom: Fungi
  • Class: Xanthone
    • Subclass: Dimeric Tetrahydroxanthone
Canonical Smiles COC(=O)[C@]12Oc3ccc(c(c3C(=C2C(=O)C[C@@H]([C@H]1O)C)O)O)c1ccc2c(c1O)C(=C1[C@](O2)(C(=O)OC)[C@H](O)[C@H](CC1=O)C)O
InChI InChI=1S/C32H30O14/c1-11-9-15(33)21-25(37)19-17(45-31(21,27(11)39)29(41)43-3)7-5-13(23(19)35)14-6-8-18-20(24(14)36)26(38)22-16(34)10-12(2)28(40)32(22,46-18)30(42)44-4/h5-8,11-12,27-28,35-40H,9-10H2,1-4H3/t11-,12-,27+,28+,31+,32+/m0/s1
InChIKey NFZJAYYORNVZNI-OCHURCMPSA-N
Formula C32H30O14
HBA 14
HBD 6
MW 638.58
Rotatable Bonds 3
TPSA 226.58
LogP 1.85
Number Rings 6
Number Aromatic Rings 2
Heavy Atom Count 46
Formal Charge 0
Fraction CSP3 0.38
Exact Mass 638.16
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Emericella dentata Trichocomaceae Fungi 286160

Showing of synonyms

  • Hamed A, Abdel-Razek A.S, et al. (2021). Meleagrin from marine fungus Emericella dentata Nq45: crystal structure and diverse biological activity studies. Nat Prod Res,2021,35(21),3830-3838. [View] [PubMed]
Pubchem: 73431
Chebi: 144225
Nmrshiftdb2: 80001511
CPRiL: 15958
Structure

SMILES: C1CCC(=O)C(=C2)C1Oc(c23)ccc(c3)-c(c4)ccc(c45)OC6C(=C5)C(=O)CCC6

Level: 1

Mol. Weight: 638.58 g/mol

Structure

SMILES: c1cccc(c12)OC3C(=C2)C(=O)CCC3

Level: 0

Mol. Weight: 638.58 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.42
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.000
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
34.16

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.840
Plasma Protein Binding
83.86
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
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
9.910
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-1.670
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.850
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.320
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
-61764.660
Rat (Acute)
3.250
Rat (Chronic Oral)
4.630
Fathead Minnow
96.900
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Toxic
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
804.650
Hydration Free Energy
-2.920
Log(D) at pH=7.4
1.870
Log(P)
2.22
Log S
-5.18
Log(Vapor Pressure)
-67.4
Melting Point
253.33
pKa Acid
4.29
pKa Basic
2.41
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7477

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