Mansumbinol - Compound Card

Mansumbinol

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Mansumbinol

Structure
Zoomed Structure
  • Family: Burseraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpenoid
Canonical Smiles O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2CC[C@H]2[C@@]1(C)CC=C2)C)C
InChI InChI=1S/C22H36O/c1-19(2)16-10-14-22(5)17(20(16,3)13-11-18(19)23)9-8-15-7-6-12-21(15,22)4/h6-7,15-18,23H,8-14H2,1-5H3/t15-,16-,17+,18-,20-,21+,22+/m0/s1
InChIKey UFUNZTHIOJRTHF-DRAFNHJNSA-N
Formula C22H36O
HBA 1
HBD 1
MW 316.53
Rotatable Bonds 0
TPSA 20.23
LogP 5.58
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 23
Formal Charge 0
Fraction CSP3 0.91
Exact Mass 316.28
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Boswellia carterii Burseraceae Plantae 80276
2 Commiphora kua Burseraceae Plantae 246356

Showing of synonyms

  • Morikawa T, Oominami H, et al. (2010). Four new ursane-type triterpenes, olibanumols K, L, M, and N, from Traditional Egyptian Medicine olibanum, the gum-resin of Boswellia carterii. Chemical and Pharmaceutical Bulletin,2010,58(11),1541-1544. [View] [PubMed]
  • Dekebo A, Dagne E, et al. (2002). Two octanordammarane triterpenes from Commiphora kua. Phytochemistry,2002,59(4),399-403. [View] [PubMed]
Pubchem: 12071383
Nmrshiftdb2: 70017187

No compound-protein relationship available.

Structure

SMILES: C1=CCC(C12)C3C(CC2)C4C(CC3)CCCC4

Level: 0

Mol. Weight: 230.39 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.64
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.28
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.55

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.22
Plasma Protein Binding
69.99
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
Substrate
CYP 3A4 Inhibitor
Non-Inhibitor
CYP 3A4 Substrate
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
19.78
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.67
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.73
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
5.04
Micronucleos
Safe
NR-AhR
Safe
NR-AR
Toxic
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
-2.89
Rat (Acute)
1.76
Rat (Chronic Oral)
1.33
Fathead Minnow
3.92
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
342.55
Hydration Free Energy
-1.76
Log(D) at pH=7.4
5.86
Log(P)
6.1
Log S
-6.21
Log(Vapor Pressure)
-5.74
Melting Point
189.24
pKa Acid
12.55
pKa Basic
8.64
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8455
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.8455
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.8403
Fatty acid-binding protein, liver P80226 FABPL_CHICK Gallus gallus 3 0.8403
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.8387
Nuclear receptor subfamily 1 group I member 3 O35627 NR1I3_MOUSE Mus musculus 3 0.8387
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7581
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7581
Beta-elicitin cryptogein P15570 ELIB_PHYCR Phytophthora cryptogea 3 0.7465
Beta-elicitin cryptogein P15570 ELIB_PHYCR Phytophthora cryptogea 3 0.7465
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7372
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7372
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7358
Neocarzinostatin P0A3R9 NCZS_STRCZ Streptomyces carzinostaticus 3 0.7358
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 3 0.7320
Gastrotropin Q6IMW5 Q6IMW5_DANRE Danio rerio 3 0.7320
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7026
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 2 0.7026

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