(1R,4S,6R,7R,8S)-4,11-dimethyl-8-(propan-2-yl)-5,12-dioxatricyclo[9.1.0.04,6]dodecan-7-ol - Compound Card

(1R,4S,6R,7R,8S)-4,11-dimethyl-8-(propan-2-yl)-5,12-dioxatricyclo[9.1.0.04,6]dodecan-7-ol

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(1R,4S,6R,7R,8S)-4,11-dimethyl-8-(propan-2-yl)-5,12-dioxatricyclo[9.1.0.04,6]dodecan-7-ol

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene
Canonical Smiles CC([C@@H]1CCC2(C)O[C@@H]2CC[C@]2([C@@H]([C@@H]1O)O2)C)C
InChI InChI=1S/C15H26O3/c1-9(2)10-5-7-14(3)11(17-14)6-8-15(4)13(18-15)12(10)16/h9-13,16H,5-8H2,1-4H3/t10-,11+,12+,13+,14?,15-/m0/s1
InChIKey CZZAIHWBOUXBPS-OSPGSZEGSA-N
Formula C15H26O3
HBA 3
HBD 1
MW 254.37
Rotatable Bonds 1
TPSA 45.29
LogP 2.51
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 18
Formal Charge 0
Fraction CSP3 1.0
Exact Mass 254.19
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Chrysothamnus viscidiflorus Asteraceae Plantae 72914

Showing of synonyms

  • Ahmed AA, Hegazy MEF, et al. (2006). Constituents of Chrysothamnus viscidiflorus. Phytochemistry,2006,67,1547-1553. [View] [PubMed]
Pubchem: 162956571
Nmrshiftdb2: 60070998

No compound-protein relationship available.

Structure

SMILES: C12C(O2)CCCCC3C(O3)CC1

Level: 0

Mol. Weight: 254.37 g/mol

Anticancer

Absorption

Caco-2 (logPapp)
-4.92
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.27
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.92

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.02
Plasma Protein Binding
17.86
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
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
15.51
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.79
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Toxic
Maximum Tolerated Dose
0.41
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
4.2
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
-0.2
Rat (Acute)
1.54
Rat (Chronic Oral)
1.2
Fathead Minnow
3.51
Respiratory Disease
Safe
Skin Sensitisation
Toxic
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
317.68
Hydration Free Energy
-5.65
Log(D) at pH=7.4
2.35
Log(P)
2.71
Log S
-2.59
Log(Vapor Pressure)
-3.22
Melting Point
60.22
pKa Acid
6.88
pKa Basic
4.03
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8484
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8484
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8467
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.8467
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8154
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.8154
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7647
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7647
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7601
Mycinamicin III 3''-O-methyltransferase Q49492 MYCF_MICGR Micromonospora griseorubida 2 0.7601
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7396
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7396
Chitinase Q54276 Q54276_SERMA Serratia marcescens 3 0.7171
Chitinase Q54276 Q54276_SERMA Serratia marcescens 3 0.7171
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.7167
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.7167
Corticosteroid-binding globulin P31211 CBG_RAT Rattus norvegicus 3 0.7120
Corticosteroid-binding globulin P31211 CBG_RAT Rattus norvegicus 3 0.7120
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 3 0.7057
Reaction center protein L chain P0C0Y7 RCEH_RHOSH Rhodobacter sphaeroides 3 0.7057
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7021
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7021

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