D:B-friedoolean-5-en-3beta-ol - Compound Card

D:B-friedoolean-5-en-3beta-ol

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D:B-friedoolean-5-en-3beta-ol

Structure
Zoomed Structure
  • Family: Plantae - Annonaceae
  • Kingdom: Plantae
  • Class: Terpenoid
    • Subclass: Triterpenoid
Canonical Smiles O[C@H]1CC[C@@H]2C(=CC[C@H]3[C@@]2(C)CC[C@@]2([C@]3(C)CC[C@@]3([C@H]2CC(C)(C)CC3)C)C)C1(C)C
InChI InChI=1S/C30H50O/c1-25(2)13-14-27(5)15-17-29(7)22-11-9-20-21(10-12-24(31)26(20,3)4)28(22,6)16-18-30(29,8)23(27)19-25/h9,21-24,31H,10-19H2,1-8H3/t21-,22+,23-,24+,27-,28+,29-,30+/m1/s1
InChIKey HFSACQSILLSUII-ISSAZSKYSA-N
Formula C30H50O
HBA 1
HBD 1
MW 426.73
Rotatable Bonds 0
TPSA 20.23
LogP 8.17
Number Rings 5
Number Aromatic Rings 0
Heavy Atom Count 31
Formal Charge 0
Fraction CSP3 0.93
Exact Mass 426.39
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Uvaria scheffleri Annonaceae Plantae 2588162

Showing of synonyms

  • Nkunya MH, Achenbach H, et al. (1990). Schefflerin and isoschefflerin: prenylated chalcones and other constituents of Uvaria scheffleri.. Phytochemistry,1990,29(4),1261-1264. [View] [PubMed]
Pubchem: 9932254
Chebi: 63462
Nmrshiftdb2: 60025734
Bindingdb: 50242217

No compound-protein relationship available.

Structure

SMILES: C1CCCC(C1=2)C3C(CC2)C4C(CC3)C5C(CC4)CCCC5

Level: 0

Mol. Weight: 426.73 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-4.82
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.41
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-2.46

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.58
Plasma Protein Binding
83.82
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
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
12.21
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
1.03
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.67
Liver Injury II
Safe
hERG Blockers
Toxic
Daphnia Maga
5.97
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
Toxic
T. Pyriformis
-32.11
Rat (Acute)
2.23
Rat (Chronic Oral)
1.25
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
403.51
Hydration Free Energy
-3.75
Log(D) at pH=7.4
7.31
Log(P)
8.21
Log S
-7.24
Log(Vapor Pressure)
-7.42
Melting Point
260.98
pKa Acid
13.3
pKa Basic
7.9
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7744
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7744
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7551
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7551
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7014
Ferrochelatase, mitochondrial P22830 HEMH_HUMAN Homo sapiens 3 0.7014

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