Olibanumol D - Compound Card

Olibanumol D

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Olibanumol D

Structure
Zoomed Structure
  • Family: Plantae - Burseraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Prenylaromadendrane-Type Diterpene
Canonical Smiles CC(=C/C=C/[C@@]1(C)[C@H]2[C@@H]1[C@H]1[C@H](C(=C)CC2)CC[C@]1(C)O)C
InChI InChI=1S/C20H30O/c1-13(2)7-6-11-19(4)16-9-8-14(3)15-10-12-20(5,21)17(15)18(16)19/h6-7,11,15-18,21H,3,8-10,12H2,1-2,4-5H3/b11-6+/t15-,16+,17+,18+,19-,20-/m0/s1
InChIKey GLLZWOVANORREE-CKRQDJFKSA-N
Formula C20H30O
HBA 1
HBD 1
MW 286.46
Rotatable Bonds 2
TPSA 20.23
LogP 4.89
Number Rings 3
Number Aromatic Rings 0
Heavy Atom Count 21
Formal Charge 0
Fraction CSP3 0.7
Exact Mass 286.23
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Boswellia carterii Burseraceae Plantae 80276

Showing of synonyms

  • Morikawa T, Oominami H, et al. (2010). New terpenoids, olibanumols D–G, from traditional Egyptian medicine olibanum, the gum-resin of Boswellia carterii. Journal of Natural Medicines,2010,65(1),129-134. [View] [PubMed]
Pubchem: 101792538

No compound-protein relationship available.

Structure

SMILES: C12C(C1)CCC(=C)C3C2CCC3

Level: 0

Mol. Weight: 286.46 g/mol

Nitric oxide production inhibitory

Absorption

Caco-2 (logPapp)
-4.67
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.35
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.6

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.13
Plasma Protein Binding
71.6
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
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
9.42
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.28
Biodegradation
Safe
Carcinogenesis
Toxic
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
-0.6
Liver Injury II
Toxic
hERG Blockers
Toxic
Daphnia Maga
5.52
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
1.64
Rat (Acute)
2.5
Rat (Chronic Oral)
1.42
Fathead Minnow
3.92
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
342.28
Hydration Free Energy
-2.41
Log(D) at pH=7.4
4.61
Log(P)
5.57
Log S
-5.68
Log(Vapor Pressure)
-4.83
Melting Point
145.21
pKa Acid
11.12
pKa Basic
7.84
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7862
Lactoylglutathione lyase Q9CPU0 LGUL_MOUSE Mus musculus 2 0.7862
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7722
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7722
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7624
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7624
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7621
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 2 0.7621
Lanosterol 14-alpha-demethylase Q385E8 Q385E8_TRYB2 Trypanosoma brucei brucei 3 0.7569
Lanosterol 14-alpha-demethylase Q385E8 Q385E8_TRYB2 Trypanosoma brucei brucei 3 0.7569
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7331
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 2 0.7331
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7278
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 2 0.7278
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7241
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7241
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7239
Retinol-binding protein 1 P02696 RET1_RAT Rattus norvegicus 3 0.7239
Retinol-binding protein 1 P09455 RET1_HUMAN Homo sapiens 3 0.7138
Retinol-binding protein 1 P09455 RET1_HUMAN Homo sapiens 3 0.7138
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7106
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7106

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