Sphaerococcenol A - Compound Card

Sphaerococcenol A

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Sphaerococcenol A

Structure
Zoomed Structure
  • Family: Plantae - Sphaerococcaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Bromoditerpene
Canonical Smiles BrC[C@@]12CC[C@]3([C@H]([C@@H]2C=CC[C@H]1C(C)C)[C@](C)(O)C(=O)C=C3)C
InChI InChI=1S/C20H29BrO2/c1-13(2)14-6-5-7-15-17-18(3,10-11-20(14,15)12-21)9-8-16(22)19(17,4)23/h5,7-9,13-15,17,23H,6,10-12H2,1-4H3/t14-,15-,17-,18-,19+,20-/m0/s1
InChIKey MLAJPUJSVVNEHK-SYVORCANSA-N
Formula C20H29BrO2
HBA 2
HBD 1
MW 381.35
Rotatable Bonds 2
TPSA 37.3
LogP 4.52
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 23
Formal Charge 0
Fraction CSP3 0.75
Exact Mass 380.14
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Sphaerococcus coronopifolius Sphaerococcaceae Plantae 31467

Showing of synonyms

  • Etahiri S, Bultel-Poncé V, et al. (2001). New bromoditerpenes from the red alga Sphaerococcus coronopifolius. Journal of Natural Products,2001,64(8),1024-1027. [View] [PubMed]
Pubchem: 21775031
Nmrshiftdb2: 70005690

No compound-protein relationship available.

Structure

SMILES: C1C(=O)C=CC(C1C23)CCC3CCC=C2

Level: 0

Mol. Weight: 381.35 g/mol

Antimalarial

Absorption

Caco-2 (logPapp)
-4.81
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.74
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.4

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.37
Plasma Protein Binding
62.63
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
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
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
10.88
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.08
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.24
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
6.84
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
0.14
Rat (Acute)
2.15
Rat (Chronic Oral)
1.46
Fathead Minnow
3.92
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
385.58
Hydration Free Energy
-5.11
Log(D) at pH=7.4
4.72
Log(P)
4.86
Log S
-5.11
Log(Vapor Pressure)
-6.28
Melting Point
150.84
pKa Acid
9.1
pKa Basic
5.03
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7996
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7996
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7748
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7748
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.7644
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.7644
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7442
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7442
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7436
Steroid Delta-isomerase P00947 SDIS_COMTE Comamonas testosteroni 2 0.7436
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7399
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7399
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7340
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7340
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7335
Probable NDP-rhamnosyltransferase Q9ALM8 Q9ALM8_SACSN Saccharopolyspora spinosa 3 0.7335
Abscisic acid receptor PYL1 Q8VZS8 PYL1_ARATH Arabidopsis thaliana 4 0.7203
Abscisic acid receptor PYL1 Q8VZS8 PYL1_ARATH Arabidopsis thaliana 4 0.7203
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.7195
3-ketosteroid dehydrogenase Q9RA02 Q9RA02_RHOER Rhodococcus erythropolis 2 0.7195
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7070
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7070
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7027
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7027

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