Phyllospongin E - Compound Card

Phyllospongin E

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Phyllospongin E

Structure
Zoomed Structure
  • Family: Animalia - Thorectidae
  • Kingdom: Animalia
  • Class: Terpenoid
    • Subclass: Scalarane-Type Sesterterpene
Canonical Smiles CC(=O)O[C@H]1C[C@@H]2[C@@]([C@H]3[C@@]41C[C@@H]([C@H]4C(=CC3)C(=O)C)O)(C)CC[C@H]1[C@]2(C)CCCC1(C)C
InChI InChI=1S/C28H42O4/c1-16(29)18-8-9-21-27(6)13-10-20-25(3,4)11-7-12-26(20,5)22(27)14-23(32-17(2)30)28(21)15-19(31)24(18)28/h8,19-24,31H,7,9-15H2,1-6H3/t19-,20+,21-,22-,23-,24+,26-,27-,28+/m0/s1
InChIKey SQAJVCGWBQZBLM-MQBMRGBGSA-N
Formula C28H42O4
HBA 4
HBD 1
MW 442.64
Rotatable Bonds 2
TPSA 63.6
LogP 5.47
Number Rings 5
Number Aromatic Rings 0
Heavy Atom Count 32
Formal Charge 0
Fraction CSP3 0.86
Exact Mass 442.31
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Phyllospongia lamellosa Thorectidae Animalia 1162757

Showing of synonyms

  • Hassan MHA, Rateb ME, et al. (2015). Scalarane sesterterpenes from the Egyptian Red Sea sponge Phyllospongia lamellosa. Tetrahedron,2015,71,(4),577-583. [View]
Pubchem: 162817048
Nmrshiftdb2: 70060465

No compound-protein relationship available.

Structure

SMILES: C1CC(C123)C=CCC2C4C(CC3)C5C(CC4)CCCC5

Level: 0

Mol. Weight: 442.64 g/mol

Antibacterial
Cytotoxic

Absorption

Caco-2 (logPapp)
-4.81
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.59
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.16

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.47
Plasma Protein Binding
81.89
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
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
Non-Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
11.66
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.29
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.53
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
6.11
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Toxic
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Safe
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-47.98
Rat (Acute)
1.94
Rat (Chronic Oral)
1.69
Fathead Minnow
3.92
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
485.62
Hydration Free Energy
-3.35
Log(D) at pH=7.4
4.62
Log(P)
4.91
Log S
-5.6
Log(Vapor Pressure)
-8.18
Melting Point
204.84
pKa Acid
9.75
pKa Basic
6.07
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8688
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.8688
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7644
Aldo-keto reductase family 1 member C3 P42330 AK1C3_HUMAN Homo sapiens 3 0.7644
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7441
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7441
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.7021
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.7021
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.7004
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.7004

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