Sarcoroseolide A - Compound Card

Sarcoroseolide A

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Sarcoroseolide A

Structure
Zoomed Structure
  • Family: Animalia - Alcyoniidae
  • Kingdom: Animalia
  • Class: Terpenoid
    • Subclass: Diterpene
Canonical Smiles C/C/1=C\[C@@H]2OC(=O)[C@]([C@@]32CC[C@@](OO3)(/C=C/C[C@]([C@H](CC1)O)(C)O)C)(C)O
InChI InChI=1S/C20H30O7/c1-13-6-7-14(21)18(3,23)9-5-8-17(2)10-11-20(27-26-17)15(12-13)25-16(22)19(20,4)24/h5,8,12,14-15,21,23-24H,6-7,9-11H2,1-4H3/b8-5+,13-12+/t14-,15-,17-,18-,19-,20-/m0/s1
InChIKey OAEKMUKWMFNEGN-RGFNCECFSA-N
Formula C20H30O7
HBA 7
HBD 3
MW 382.45
Rotatable Bonds 0
TPSA 105.45
LogP 1.7
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 27
Formal Charge 0
Fraction CSP3 0.75
Exact Mass 382.2
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Sarcophyton roseum Alcyoniidae Animalia 339019

Showing of synonyms

  • Ahmed M.M.A, Albadry M.A, et al. (2022). Sarcoroseolides A-D, four undescribed cembranoids from the Red Sea soft coral Sarcophyton roseum. Nat Prod Res, 2022, 36(7), 1842-1850.. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1C(=O)OC(C123)C=CCCCCCC=CC(OO3)CC2

Level: 0

Mol. Weight: 382.45 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.54
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.64
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.5

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.62
Plasma Protein Binding
42.91
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
5.92
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.54
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.49
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
4.07
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
-5.36
Rat (Acute)
2.97
Rat (Chronic Oral)
1.52
Fathead Minnow
3.92
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Toxic

General Properties

Boiling Point
405.45
Hydration Free Energy
-8.41
Log(D) at pH=7.4
1.78
Log(P)
1.68
Log S
-2.7
Log(Vapor Pressure)
-8.64
Melting Point
221.33
pKa Acid
8.33
pKa Basic
3.66
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7548
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7390
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7256
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7230
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 3 0.7151
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 4 0.7039

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