3beta-urs-12,20(30)-diene-27,28-dioic acid - Compound Card

3beta-urs-12,20(30)-diene-27,28-dioic acid

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3beta-urs-12,20(30)-diene-27,28-dioic acid

Structure
Zoomed Structure
  • Family: Plantae - Rubiaceae
  • Kingdom: Plantae
  • Class: Terpene
    • Subclass: Triterpene
Canonical Smiles C=C1CC[C@]2([C@H]([C@H]1C)C1=CCC3[C@@]([C@@]1(CC2)C(=O)O)(C)CCC1[C@]3(C)CC[C@@H](C1(C)C)O)C(=O)O
InChI InChI=1S/C30H44O5/c1-17-9-14-29(24(32)33)15-16-30(25(34)35)19(23(29)18(17)2)7-8-21-27(5)12-11-22(31)26(3,4)20(27)10-13-28(21,30)6/h7,18,20-23,31H,1,8-16H2,2-6H3,(H,32,33)(H,34,35)/t18-,20?,21?,22-,23+,27-,28+,29-,30+/m0/s1
InChIKey SRRFOYVPICLPDK-PPGGCWCTSA-N
Formula C30H44O5
HBA 3
HBD 3
MW 484.68
Rotatable Bonds 2
TPSA 94.83
LogP 6.07
Number Rings 5
Number Aromatic Rings 0
Heavy Atom Count 35
Formal Charge 0
Fraction CSP3 0.8
Exact Mass 484.32
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Crossopteryx febrifuga Rubiaceae Plantae 170354

Showing of synonyms

  • Chouna JR, Tamokou JD, et al. (2015). Antimicrobial triterpenes from the stem bark of Crossopteryx febrifuga.. Zeitschrift fur Naturforschung. C, Journal of biosciences,2015, 70(7-8), 169-173. [View] [PubMed]

No compound-protein relationship available.

Structure

SMILES: C1CC(=C)CC2C1CCC(C2=3)C4C(CC3)C5C(CC4)CCCC5

Level: 0

Mol. Weight: 484.68 g/mol

Antimicrobial

Absorption

Caco-2 (logPapp)
-5.52
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-5.18
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.95

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Penetrable
Fraction Unbound (Human)
1.26
Plasma Protein Binding
83.96
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
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
Inhibitor
OATP1B3
Inhibitor

Excretion

Clearance
0.73
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-2.33
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Toxic
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
1.46
Liver Injury II
Safe
hERG Blockers
Safe
Daphnia Maga
2.16
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
Toxic
T. Pyriformis
-228.32
Rat (Acute)
2.32
Rat (Chronic Oral)
2.67
Fathead Minnow
4.07
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Safe
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Safe
SR-p53
Safe

General Properties

Boiling Point
489.14
Hydration Free Energy
-2.42
Log(D) at pH=7.4
1.6
Log(P)
6.08
Log S
-5.36
Log(Vapor Pressure)
-11.56
Melting Point
285.93
pKa Acid
4.72
pKa Basic
8.32
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 P04191 AT2A1_RABIT Oryctolagus cuniculus 3 0.7879

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