(1beta,4beta,5beta,6alpha,7alpha,11S)-13-oxoaromadendr-9-en-14-oic acid - Compound Card

(1beta,4beta,5beta,6alpha,7alpha,11S)-13-oxoaromadendr-9-en-14-oic acid

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(1beta,4beta,5beta,6alpha,7alpha,11S)-13-oxoaromadendr-9-en-14-oic acid

Structure
Zoomed Structure
  • Family: Plantae - Apocynaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Aromadendrane Sesquiterpenoid
Canonical Smiles O=C[C@@]1(C)[C@H]2[C@@H]1[C@@H]1[C@@H](C)CC[C@@H]1C(=CC2)C(=O)O
InChI InChI=1S/C15H20O3/c1-8-3-4-9-10(14(17)18)5-6-11-13(12(8)9)15(11,2)7-16/h5,7-9,11-13H,3-4,6H2,1-2H3,(H,17,18)/t8-,9+,11+,12+,13+,15-/m0/s1
InChIKey MAVFHSBCSWSCAU-BTIXGSHYSA-N
Formula C15H20O3
HBA 2
HBD 1
MW 248.32
Rotatable Bonds 2
TPSA 54.37
LogP 2.51
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 18
Formal Charge 0
Fraction CSP3 0.73
Exact Mass 248.14
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Alafia multiflora Apocynaceae Plantae 2708710

Showing of synonyms

  • Tchinda AT, Tsala DE, et al. (2014). Two new aromadendrane sesquiterpenes from the stem bark of Alafia multiflora.. Natural Product Communications, 2014, 9(12),1673-1675. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C12C(C1)CC=CC3C2CCC3

Level: 0

Mol. Weight: 248.32 g/mol

Cancer cell growth inhibitory

Absorption

Caco-2 (logPapp)
-4.76
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.57
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.87

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.54
Plasma Protein Binding
62.57
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
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
4.95
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.28
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.52
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
2.55
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Safe
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
0.48
Rat (Acute)
2.25
Rat (Chronic Oral)
1.6
Fathead Minnow
3.91
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
335.63
Hydration Free Energy
-6.1
Log(D) at pH=7.4
0.95
Log(P)
3.09
Log S
-3.33
Log(Vapor Pressure)
-6.33
Melting Point
180.86
pKa Acid
3.9
pKa Basic
8.1
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Abscisic acid receptor PYL2 O80992 PYL2_ARATH Arabidopsis thaliana 3 0.8690
Phospholipase A2 P00593 PA21B_BOVIN Bos taurus 3 0.7690
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.7602
Abscisic acid receptor PYR1 O49686 PYR1_ARATH Arabidopsis thaliana 3 0.7592
Abscisic acid receptor PYL3 Q9SSM7 PYL3_ARATH Arabidopsis thaliana 3 0.7368
Deacetoxycephalosporin C synthase P18548 CEFE_STRCL Streptomyces clavuligerus 3 0.7321

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