3beta-hydroxymansumbin-13(17)-en-16-one - Compound Card

3beta-hydroxymansumbin-13(17)-en-16-one

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3beta-hydroxymansumbin-13(17)-en-16-one

Structure
Zoomed Structure
  • Family: Plantae - Burseraceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpenoid
Canonical Smiles O=C1C=C2[C@](C1)(C)[C@]1(C)CCC3[C@](C1CC2)(C)CC[C@@H](C3(C)C)O
InChI InChI=1S/C22H34O2/c1-19(2)16-8-11-21(4)17(20(16,3)10-9-18(19)24)7-6-14-12-15(23)13-22(14,21)5/h12,16-18,24H,6-11,13H2,1-5H3/t16?,17?,18-,20-,21+,22+/m0/s1
InChIKey JPRCDDUSWVRUKY-BOZIRNCFSA-N
Formula C22H34O2
HBA 2
HBD 1
MW 330.51
Rotatable Bonds 0
TPSA 37.3
LogP 4.91
Number Rings 4
Number Aromatic Rings 0
Heavy Atom Count 24
Formal Charge 0
Fraction CSP3 0.86
Exact Mass 330.26
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). 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]
Pubchem: 163044032

No compound-protein relationship available.

Structure

SMILES: C1C(=O)CC(C=12)C3C(CC2)C4C(CC3)CCCC4

Level: 0

Mol. Weight: 330.51 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.6
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.320
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.56

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.200
Plasma Protein Binding
66.84
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Non-Inhibitor
CYP 1A2 Inhibitor
Non-Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Non-Inhibitor
CYP 2C19 Substrate
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
Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
18.600
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
0.640
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.100
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.300
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
Toxic
T. Pyriformis
-0.990
Rat (Acute)
1.800
Rat (Chronic Oral)
1.290
Fathead Minnow
3.920
Respiratory Disease
Toxic
Skin Sensitisation
Toxic
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
405.390
Hydration Free Energy
-4.040
Log(D) at pH=7.4
4.310
Log(P)
4.52
Log S
-4.7
Log(Vapor Pressure)
-6.48
Melting Point
180.48
pKa Acid
10.57
pKa Basic
7.63
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8748
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8748
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 4 0.7543
Sex hormone-binding globulin P04278 SHBG_HUMAN Homo sapiens 4 0.7543
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7543
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 3 0.7543
FKBP-type peptidyl-prolyl cis-trans isomerase FkpA P45523 FKBA_ECOLI Escherichia coli 4 0.7245
FKBP-type peptidyl-prolyl cis-trans isomerase FkpA P45523 FKBA_ECOLI Escherichia coli 4 0.7245
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7210
Soluble acetylcholine receptor Q8WSF8 Q8WSF8_APLCA Aplysia californica 3 0.7210
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7089
Avidin P02701 AVID_CHICK Gallus gallus 2 0.7089
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 3 0.7036
Sulfotransferase 2B1 O00204 ST2B1_HUMAN Homo sapiens 3 0.7036

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