3beta-acetoxy-5alpha-(2alpha-hydroxyethyl)acryloyloxy-7- hydroxycarvotacetone - Compound Card

3beta-acetoxy-5alpha-(2alpha-hydroxyethyl)acryloyloxy-7- hydroxycarvotacetone

Select a section from the left sidebar

3beta-acetoxy-5alpha-(2alpha-hydroxyethyl)acryloyloxy-7- hydroxycarvotacetone

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Monoterpene
Canonical Smiles OCCC(=C)C(=O)O[C@H]1C=C(CO)C(=O)[C@@H]([C@H]1C(C)C)OC(=O)C
InChI InChI=1S/C17H24O7/c1-9(2)14-13(24-17(22)10(3)5-6-18)7-12(8-19)15(21)16(14)23-11(4)20/h7,9,13-14,16,18-19H,3,5-6,8H2,1-2,4H3/t13-,14-,16+/m0/s1
InChIKey KPUFMQWBDCFTAX-OFQRWUPVSA-N
Formula C17H24O7
HBA 7
HBD 2
MW 340.37
Rotatable Bonds 7
TPSA 110.13
LogP 0.54
Number Rings 1
Number Aromatic Rings 0
Heavy Atom Count 24
Formal Charge 0
Fraction CSP3 0.59
Exact Mass 340.15
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Sphaeranthus suaveolens Asteraceae Plantae 1548666

Showing of synonyms

  • Ahmed AA, Mahmoud AA (1997). Carvotacetone derivatives from the Egyptian plant Sphaeranthus suaveolens. Phytochemistry,1997,45(3),533-535. [View]
Pubchem: 101705408
Nmrshiftdb2: 70032255

No compound-protein relationship available.

Structure

SMILES: O=C1C=CCCC1

Level: 0

Mol. Weight: 340.37 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.67
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.570
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-3.19

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.240
Plasma Protein Binding
44.83
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
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
10.710
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.690
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.840
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.440
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
Safe
T. Pyriformis
-0.790
Rat (Acute)
2.400
Rat (Chronic Oral)
2.530
Fathead Minnow
3.920
Respiratory Disease
Safe
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
361.500
Hydration Free Energy
-11.390
Log(D) at pH=7.4
0.830
Log(P)
0.44
Log S
-2.07
Log(Vapor Pressure)
-7.13
Melting Point
106.06
pKa Acid
7.33
pKa Basic
4.25
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.8910
Liver carboxylesterase 1 P23141 EST1_HUMAN Homo sapiens 3 0.8910
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8892
Serpin domain-containing protein H0ZQY2 H0ZQY2_TAEGU Taeniopygia guttata 3 0.8892
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 3 0.7683
Cytochrome P450 Q93H81 Q93H81_STRAX Streptomyces avermitilis 3 0.7683
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7615
Pentaerythritol tetranitrate reductase P71278 P71278_ENTCL Enterobacter cloacae 3 0.7615
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7015
Adenylate cyclase type 5 P30803 ADCY5_CANLF Canis lupus familiaris 3 0.7015

Download SDF