(1R,5R,9R)-9-(1-hydroxyprop-2-en-2-yl)-2,6-dimethylenecyclodecane-1,5-diol - Compound Card

(1R,5R,9R)-9-(1-hydroxyprop-2-en-2-yl)-2,6-dimethylenecyclodecane-1,5-diol

Select a section from the left sidebar

(1R,5R,9R)-9-(1-hydroxyprop-2-en-2-yl)-2,6-dimethylenecyclodecane-1,5-diol

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene
Canonical Smiles OCC(=C)[C@@H]1CCC(=C)[C@H](O)CCC(=C)[C@@H](C1)O
InChI InChI=1S/C15H24O3/c1-10-4-6-13(12(3)9-16)8-15(18)11(2)5-7-14(10)17/h13-18H,1-9H2/t13-,14-,15-/m1/s1
InChIKey VYJPSNRDHOGIPH-RBSFLKMASA-N
Formula C15H24O3
HBA 3
HBD 3
MW 252.35
Rotatable Bonds 2
TPSA 60.69
LogP 1.95
Number Rings 1
Number Aromatic Rings 0
Heavy Atom Count 18
Formal Charge 0
Fraction CSP3 0.6
Exact Mass 252.17
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Artemisia reptans Asteraceae Plantae 72350

Showing of synonyms

  • Marco JA, Sanz-Cervera JF, et al. (1994). Sesquiterpene lactones and acetylenes from Artemisia reptans.. Phytochemistry,1994,37(4),1055-1099. [View]
Pubchem: 101675593
Nmrshiftdb2: 60080289

No compound-protein relationship available.

Structure

SMILES: C=C1CCCC(=C)CCCCC1

Level: 0

Mol. Weight: 252.35 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.78
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-3.850
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.69

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.380
Plasma Protein Binding
42.1
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
Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
8.120
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-0.390
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.400
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
3.340
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
-3.830
Rat (Acute)
2.140
Rat (Chronic Oral)
2.190
Fathead Minnow
3.920
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
344.930
Hydration Free Energy
-11.040
Log(D) at pH=7.4
0.170
Log(P)
1.8
Log S
-1.89
Log(Vapor Pressure)
-6.54
Melting Point
112.4
pKa Acid
9.16
pKa Basic
6.52
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 3 0.8574
Carbonic anhydrase 1 P00915 CAH1_HUMAN Homo sapiens 3 0.8574
Isoleucine--tRNA ligase P56690 SYI_THET8 Thermus thermophilus 3 0.8548
Isoleucine--tRNA ligase P56690 SYI_THET8 Thermus thermophilus 3 0.8548
Lactose operon repressor P03023 LACI_ECOLI Escherichia coli 3 0.7349
Lactose operon repressor P03023 LACI_ECOLI Escherichia coli 3 0.7349
Lactose operon repressor P03023 LACI_ECOLI Escherichia coli 3 0.7205
Lactose operon repressor P03023 LACI_ECOLI Escherichia coli 3 0.7205

Download SDF