Sablacaurin B - Compound Card

Sablacaurin B

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Sablacaurin B

Structure
Zoomed Structure
  • Family: Plantae - Arecaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Lanostane-Type Triterpenoid
Canonical Smiles CCC(C(CC([C@H]1CC[C@@]2([C@]1(C)CC[C@H]1[C@H]2CC[C@H](C21CCC(=O)O2)C(=C)C)C)C)C)(C(=C)C)C
InChI InChI=1S/C33H54O2/c1-11-30(8,22(4)5)24(7)20-23(6)26-14-17-32(10)27-13-12-25(21(2)3)33(19-16-29(34)35-33)28(27)15-18-31(26,32)9/h23-28H,2,4,11-20H2,1,3,5-10H3/t23?,24?,25-,26+,27+,28-,30?,31+,32-,33?/m0/s1
InChIKey FGOIYUMPEPEQFM-HCGCNTTASA-N
Formula C33H54O2
HBA 2
HBD 0
MW 482.79
Rotatable Bonds 7
TPSA 26.3
LogP 9.15
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 35
Formal Charge 0
Fraction CSP3 0.85
Exact Mass 482.41
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Sabal blackburniana Arecaceae Plantae 54447

Showing of synonyms

  • El-Dib R, Kaloga M, et al. (2004). Sablacaurin A and B, two 19-nor-3,4-seco-lanostane-type triterpenoids from Sabal causiarum and Sabal blackburniana, respectively. Phytochemistry,2004,65(8),1153-1157. [View] [PubMed]
Pubchem: 162817432

No compound-protein relationship available.

Structure

SMILES: O=C(O1)CCC12C3C(CCC2)C4C(CC3)CCC4

Level: 0

Mol. Weight: 482.79 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.97
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.77
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.83

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.81
Plasma Protein Binding
96.39
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
6.45
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.64
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.34
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
6.54
Micronucleos
Safe
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
-241.72
Rat (Acute)
2.16
Rat (Chronic Oral)
1.36
Fathead Minnow
4.12
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
458.17
Hydration Free Energy
-3.05
Log(D) at pH=7.4
7.04
Log(P)
9.43
Log S
-7.31
Log(Vapor Pressure)
-7.8
Melting Point
121.71
pKa Acid
12.21
pKa Basic
7.1
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7445
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 2 0.7445
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7424
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7424
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7354
Protein BRASSINOSTEROID INSENSITIVE 1 O22476 BRI1_ARATH Arabidopsis thaliana 3 0.7354

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