10-hydroxylancerodiol-6-benzoate - Compound Card

10-hydroxylancerodiol-6-benzoate

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10-hydroxylancerodiol-6-benzoate

Structure
Zoomed Structure
  • Family: Plantae - Apiaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Sesquiterpenoid
Canonical Smiles O=C(c1ccccc1)O[C@H]1C=C(C)C(=O)[C@@H]([C@@]2([C@@H]1[C@@](O)(CC2)C(C)C)C)O
InChI InChI=1S/C22H28O5/c1-13(2)22(26)11-10-21(4)18(22)16(12-14(3)17(23)19(21)24)27-20(25)15-8-6-5-7-9-15/h5-9,12-13,16,18-19,24,26H,10-11H2,1-4H3/t16-,18+,19-,21-,22+/m0/s1
InChIKey ZGTJRNKRQGVDST-CRDRRFEFSA-N
Formula C22H28O5
HBA 5
HBD 2
MW 372.46
Rotatable Bonds 3
TPSA 83.83
LogP 2.91
Number Rings 3
Number Aromatic Rings 1
Heavy Atom Count 27
Formal Charge 0
Fraction CSP3 0.55
Exact Mass 372.19
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Ferula vesceritensis Apiaceae Plantae 1514058

Showing of synonyms

  • Oughlissi-Dehak K, Lawton P, et al. (2008). Sesquiterpenes from aerial parts of Ferula vesceritensis. Phytochemistry,2008,69(9),1933-1938. [View] [PubMed]
Pubchem: 102408127

No compound-protein relationship available.

Structure

SMILES: c1ccccc1C(=O)OC2C=CC(=O)CC(C23)CCC3

Level: 1

Mol. Weight: 372.46 g/mol

Structure

SMILES: C1CCC(C12)CC=CC(=O)C2

Level: 0

Mol. Weight: 372.46 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 372.46 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.61
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.56
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.49

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
0.69
Plasma Protein Binding
87.79
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
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
6.24
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.08
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.39
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
5.23
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Toxic
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
-4.57
Rat (Acute)
4.13
Rat (Chronic Oral)
2.5
Fathead Minnow
4.02
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
389.0
Hydration Free Energy
-7.04
Log(D) at pH=7.4
2.66
Log(P)
3.49
Log S
-3.81
Log(Vapor Pressure)
-7.56
Melting Point
164.2
pKa Acid
6.61
pKa Basic
3.36
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Cytochrome P450 S6BVH1 S6BVH1_RHOER Rhodococcus erythropolis 3 0.7702
Cytochrome P450 S6BVH1 S6BVH1_RHOER Rhodococcus erythropolis 3 0.7702
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7687
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7687
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7568
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 2 0.7568
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7280
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 3 0.7280
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7165
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7165
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7141
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 2 0.7141

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