Incrustasterol B - Compound Card

Incrustasterol B

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Incrustasterol B

Structure
Zoomed Structure
  • Family: Animalia - Dysideidae
  • Kingdom: Animalia
  • Class: Steroid
    • Subclass: Polyoxygenated Steroid
Canonical Smiles CC(CCCC(C1CCC2[C@]1(C)CC(=O)C1=C2C(=O)[C@H]([C@@]2([C@]1(C)CC[C@@H](C2)O)O)O)C)C
InChI InChI=1S/C27H42O5/c1-15(2)7-6-8-16(3)18-9-10-19-21-22(20(29)14-25(18,19)4)26(5)12-11-17(28)13-27(26,32)24(31)23(21)30/h15-19,24,28,31-32H,6-14H2,1-5H3/t16?,17-,18?,19?,24+,25+,26+,27-/m0/s1
InChIKey MFFFLSGMWIHXLR-JRUOMOLTSA-N
Formula C27H42O5
HBA 5
HBD 3
MW 446.63
Rotatable Bonds 5
TPSA 94.83
LogP 3.98
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 32
Formal Charge 0
Fraction CSP3 0.85
Exact Mass 446.3
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Dysidea incrustans Dysideidae Animalia 190526

Showing of synonyms

  • Casapullo A, Minale L, et al. (1995). New cytotoxic polyoxygenated steroids from the sponge Dysidea incrustans. Tetrahedron Letters,1995,36(15),2669-2672. [View]
Pubchem: 10003719

No compound-protein relationship available.

Structure

SMILES: C1CCC(C12)CC(=O)C3=C2C(=O)CC4C3CCCC4

Level: 0

Mol. Weight: 446.63 g/mol

Cytotoxic

Absorption

Caco-2 (logPapp)
-4.59
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.73
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.03

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.28
Plasma Protein Binding
90.26
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
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
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
10.31
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.7
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.09
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.3
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Toxic
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
-52.8
Rat (Acute)
3.02
Rat (Chronic Oral)
2.23
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
475.41
Hydration Free Energy
-3.57
Log(D) at pH=7.4
3.82
Log(P)
4.66
Log S
-4.01
Log(Vapor Pressure)
-9.68
Melting Point
171.39
pKa Acid
6.28
pKa Basic
4.78
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.8612
Lysozyme C II P11941 LYSC2_ONCMY Oncorhynchus mykiss 3 0.8612
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.8407
Integrin alpha-L P20701 ITAL_HUMAN Homo sapiens 3 0.8407
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7721
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7721
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7715
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7715
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7455
4,4'-diapophytoene synthase A9JQL9 CRTM_STAAU Staphylococcus aureus 2 0.7455
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7275
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7275
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7205
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7205
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7098
Beta-lactoglobulin P02754 LACB_BOVIN Bos taurus 3 0.7098
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 4 0.7091
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 4 0.7091
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7071
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7071
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7061
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7061

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