(1S,2S,8S,9R)-4,4,8-trimethyltricyclo[6.3.1.01,5]dodecane-2,9-diol - Compound Card

(1S,2S,8S,9R)-4,4,8-trimethyltricyclo[6.3.1.01,5]dodecane-2,9-diol

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(1S,2S,8S,9R)-4,4,8-trimethyltricyclo[6.3.1.01,5]dodecane-2,9-diol

Structure
Zoomed Structure
  • Family: Plantae - Asteraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpene
Canonical Smiles O[C@H]1CC(C2[C@]31CC[C@H](C(C3)(C)CC2)O)(C)C
InChI InChI=1S/C15H26O2/c1-13(2)8-12(17)15-7-5-11(16)14(3,9-15)6-4-10(13)15/h10-12,16-17H,4-9H2,1-3H3/t10?,11-,12+,14?,15+/m1/s1
InChIKey BWXJQHJHGMZLBT-ZDKUFRDJSA-N
Formula C15H26O2
HBA 2
HBD 2
MW 238.37
Rotatable Bonds 0
TPSA 40.46
LogP 2.72
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 17
Formal Charge 0
Fraction CSP3 1.0
Exact Mass 238.19
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Tarchonanthus camphoratus Asteraceae Plantae 41650

Showing of synonyms

  • Hegazy MEF, Tawfik WA, et al. (2015). Sesquiterpene acid derivatives from Tarchonanthus camphoratus. Research Journal of Pharmaceutical, Biological and Chemical Sciences,2015,6(1),659-663. [View]
Pubchem: 162902600

No compound-protein relationship available.

Structure

SMILES: C1CCC(C123)CCC(C2)CCC3

Level: 0

Mol. Weight: 238.37 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.75
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.08
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.91

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.43
Plasma Protein Binding
39.09
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
Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
17.69
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.17
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.44
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
3.67
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
-0.11
Rat (Acute)
2.06
Rat (Chronic Oral)
1.76
Fathead Minnow
3.75
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
294.1
Hydration Free Energy
-5.04
Log(D) at pH=7.4
2.25
Log(P)
3.0
Log S
-2.7
Log(Vapor Pressure)
-4.45
Melting Point
151.56
pKa Acid
10.79
pKa Basic
8.62
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8365
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.8365
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8101
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.8101
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7982
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7982
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.7412
11-beta-hydroxysteroid dehydrogenase 1 P50172 DHI1_MOUSE Mus musculus 3 0.7412
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7411
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7411
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7356
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7356
Multidrug transporter MdfA P0AEY8 MDFA_ECOLI Escherichia coli 3 0.7204
Multidrug transporter MdfA P0AEY8 MDFA_ECOLI Escherichia coli 3 0.7204
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7155
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7155
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7118
Phospholipase A2, major isoenzyme P00592 PA21B_PIG Sus scrofa 3 0.7118
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7049
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7049

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