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Caloncobic acid C
- Family: Plantae - Flacourtiaceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Triterpene
Canonical Smiles | O[C@H](C(=C)C)CC[C@H]([C@H]1CC[C@@]2([C@]1(C)CC[C@@]13[C@H]2CC[C@@H]2[C@]3(C1)CCC(=O)C2(C)C)C(=O)O)C |
---|---|
InChI | InChI=1S/C30H46O4/c1-18(2)21(31)8-7-19(3)20-11-14-30(25(33)34)23-10-9-22-26(4,5)24(32)12-13-28(22)17-29(23,28)16-15-27(20,30)6/h19-23,31H,1,7-17H2,2-6H3,(H,33,34)/t19-,20-,21+,22+,23-,27-,28-,29+,30+/m1/s1 |
InChIKey | SYVTXPULSBCSAB-CMWTXFCNSA-N |
Formula | C30H46O4 |
HBA | 3 |
HBD | 2 |
MW | 470.69 |
Rotatable Bonds | 6 |
TPSA | 74.6 |
LogP | 6.41 |
Number Rings | 5 |
Number Aromatic Rings | 0 |
Heavy Atom Count | 34 |
Formal Charge | 0 |
Fraction CSP3 | 0.87 |
Exact Mass | 470.34 |
Number of Lipinski Rule Violations | 1 |
# | Species | Family | Kingdom | NCBI Taxonomy ID |
---|---|---|---|---|
1 | Caloncoba glauca | Flacourtiaceae | Plantae | 2806806 |
Showing of synonyms
Caloncobic acid C
Caloncobic acid A
(1S,3R,8R,11R,12R,15R,16R)-15-((2R,5S)-5-hydroxy-6-methylhept-6-en-2-yl)-7,7,16-trimethyl-6-oxopentacyclo(9.7.0.01,3.03,8.012,16)octadecane-12-carboxylic acid
(1S,3R,8R,11R,12R,15R,16R)-15-[(2R,5S)-5-hydroxy-6-methylhept-6-en-2-yl]-7,7,16-trimethyl-6-oxopentacyclo[9.7.0.01,3.03,8.012,16]octadecane-12-carboxylic acid
CHEMBL2035568
BDBM50384886
- Simo Mpetga J, He H, et al. (2014). Further cycloartane and friedelane triterpenoids from the leaves of Caloncoba glauca. Phytochemistry Letters, 2014, 7, 52-56. [View]
Pubchem:
57408764
Zinc:
ZINC000084723348
Nmrshiftdb2:
70090298
Chembl:
CHEMBL2035568
Bindingdb:
50384886
No compound-protein relationship available.
SMILES: C1CC(=O)CC(C1(C234)C2)CCC3C5C(CC4)CCC5
Level: 0
Mol. Weight: 470.69 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -5.31
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.81
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Non-Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -2.84
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 2.07
- Plasma Protein Binding
- 100.2
- 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
- 2.56
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Safe
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -1.87
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Safe
- Liver Injury I (DILI)
- Toxic
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 1.01
- Liver Injury II
- Toxic
- hERG Blockers
- Toxic
- Daphnia Maga
- 3.95
- 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
- -201.39
- Rat (Acute)
- 2.54
- Rat (Chronic Oral)
- 2.4
- Fathead Minnow
- 4.02
- 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
- 481.95
- Hydration Free Energy
- -2.49
- Log(D) at pH=7.4
- 4.1
- Log(P)
- 5.15
- Log S
- -5.68
- Log(Vapor Pressure)
- -9.83
- Melting Point
- 230.85
- pKa Acid
- 4.5
- pKa Basic
- 6.65
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 | 0.8800 |
Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 3 | 0.8397 |
Probable NDP-rhamnosyltransferase | Q9ALM8 | Q9ALM8_SACSN | Saccharopolyspora spinosa | 3 | 0.8338 |
Soluble acetylcholine receptor | Q8WSF8 | Q8WSF8_APLCA | Aplysia californica | 3 | 0.8171 |
Cholesterol side-chain cleavage enzyme, mitochondrial | P05108 | CP11A_HUMAN | Homo sapiens | 3 | 0.8138 |
N-alpha-acetyltransferase 50 | Q9GZZ1 | NAA50_HUMAN | Homo sapiens | 3 | 0.8131 |
Aldo-keto reductase family 1 member C2 | P52895 | AK1C2_HUMAN | Homo sapiens | 3 | 0.8042 |
Cytochrome P450 | Q93H81 | Q93H81_STRAX | Streptomyces avermitilis | 3 | 0.7984 |
Lactoylglutathione lyase | Q9CPU0 | LGUL_MOUSE | Mus musculus | 2 | 0.7936 |
Methylketone synthase I | E0YCS2 | E0YCS2_SOLHA | Solanum habrochaites | 3 | 0.7735 |
Aldo-keto reductase family 1 member C1 | Q04828 | AK1C1_HUMAN | Homo sapiens | 3 | 0.7681 |
ADP-ribosylation factor 1 | P84077 | ARF1_HUMAN | Homo sapiens | 2 | 0.7669 |
Aldo-keto reductase family 1 member D1 | P51857 | AK1D1_HUMAN | Homo sapiens | 3 | 0.7607 |
Ferrochelatase, mitochondrial | P22830 | HEMH_HUMAN | Homo sapiens | 2 | 0.7588 |
Mycinamicin III 3''-O-methyltransferase | Q49492 | MYCF_MICGR | Micromonospora griseorubida | 2 | 0.7460 |
Mycinamicin III 3''-O-methyltransferase | Q49492 | MYCF_MICGR | Micromonospora griseorubida | 2 | 0.7424 |
Cytochrome P450 monooxygenase | Q5YNS8 | Q5YNS8_NOCFA | Nocardia farcinica | 3 | 0.7272 |
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 | P04191 | AT2A1_RABIT | Oryctolagus cuniculus | 3 | 0.7238 |
Aldo-keto reductase family 1 member C2 | P52895 | AK1C2_HUMAN | Homo sapiens | 3 | 0.7222 |
Acetylcholinesterase | P04058 | ACES_TETCF | Tetronarce californica | 3 | 0.7132 |
Ferrochelatase, mitochondrial | P22830 | HEMH_HUMAN | Homo sapiens | 2 | 0.7082 |
Avidin | P02701 | AVID_CHICK | Gallus gallus | 2 | 0.7062 |
Protein BRASSINOSTEROID INSENSITIVE 1 | O22476 | BRI1_ARATH | Arabidopsis thaliana | 4 | 0.7052 |