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(-)-eremantholide C
- Family: Plantae - Asteraceae
- Kingdom: Plantae
-
Class: Terpenoid
- Subclass: Sesquiterpene Lactone
| Canonical Smiles | C/C/1=C/[C@H]2OC(=O)[C@]3([C@@H]2[C@H](C[C@]2(OC1=CC2=O)C)O[C@]3(O)C(=C)C)C |
|---|---|
| InChI | InChI=1S/C19H22O6/c1-9(2)19(22)18(5)15-12(23-16(18)21)6-10(3)11-7-14(20)17(4,24-11)8-13(15)25-19/h6-7,12-13,15,22H,1,8H2,2-5H3/b10-6-/t12-,13+,15+,17-,18-,19-/m1/s1 |
| InChIKey | YEIAHHGCPUIGOQ-ZMIPQNLBSA-N |
| Formula | C19H22O6 |
| HBA | 6 |
| HBD | 1 |
| MW | 346.38 |
| Rotatable Bonds | 1 |
| TPSA | 82.06 |
| LogP | 1.79 |
| Number Rings | 4 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 25 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.58 |
| Exact Mass | 346.14 |
| Number of Lipinski Rule Violations | 0 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Saussurea lappa | Asteraceae | Plantae | 324593 |
Showing of synonyms
(-)-eremantholide C
Eremantholide C
69883-97-2
NSC 669146
(1S,3R,7Z,9R,12S,13R,15R)-13-hydroxy-3,7,12-trimethyl-13-prop-1-en-2-yl-10,14,16-trioxatetracyclo[7.5.1.13,6.012,15]hexadeca-5,7-diene-4,11-dione
6,9-Epoxy-2H-1,4-dioxacyclodeca(cd)pentalene-2,7(4aH)-dione, 2a,3,5,6,11a,11b-hexahydro-3-hydroxy-2a,6,10-trimethyl-3-(1-methylethenyl)-, (2aS,3R,4aS,6R,10Z,11aR,11bR)-
6,9-Epoxy-2H-1,4-dioxacyclodeca(cd)pentalene-2,7(4aH)-dione, 2a,3,5,6,11a,11b-hexahydro-3-hydroxy-2a,6,10-trimethyl-3-(1-methylethenyl)-, (2aS-(2aR*,3S*,4aR*,6S*,10Z,11aS*,11bS*))-
CHEBI:181266
DTXSID801099426
(2aS,3R,4aS,6R,10Z,11aR,11bR)-2a,3,5,6,11a,11b-Hexahydro-3-hydroxy-2a,6,10-trimethyl-3-(1-methylethenyl)-6,9-epoxy-2H-1,4-dioxacyclodeca[cd]pentalene-2,7(4aH)-dione
Pubchem:
20835084
Cas:
69883-97-2
Gnps:
CCMSLIB00000081275
Zinc:
ZINC000148286082
Chebi:
181266
Nmrshiftdb2:
60058493
CPRiL:
63505
SMILES: C12=CC(=O)C(O2)CC3C4C(CO3)C(=O)OC4C=C1
Level: 0
Mol. Weight: 346.38 g/mol
No bioactivities available.
Absorption
- Caco-2 (logPapp)
- -4.77
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- -4.62
- Human Oral Bioavailability 50%
- Bioavailable
- P-Glycoprotein Inhibitor
- Inhibitor
- P-Glycoprotein Substrate
- Non-Substrate
- Skin Permeability
- -2.05
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Penetrable
- Fraction Unbound (Human)
- 0.35
- Plasma Protein Binding
- 50.4
- Steady State Volume of Distribution
- -
Metabolism
- Breast Cancer Resistance Protein
- Non-Inhibitor
- CYP 1A2 Inhibitor
- 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
- Non-Substrate
- OATP1B1
- Non-Inhibitor
- OATP1B3
- Non-Inhibitor
Excretion
- Clearance
- 7.43
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Toxic
- Avian
- Safe
- Bee
- Toxic
- Bioconcentration Factor
- -0.61
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- 0.26
- Liver Injury II
- Toxic
- hERG Blockers
- Safe
- Daphnia Maga
- 6.41
- Micronucleos
- Toxic
- NR-AhR
- Safe
- NR-AR
- Safe
- NR-AR-LBD
- Safe
- NR-Aromatase
- Safe
- NR-ER
- Safe
- NR-ER-LBD
- Safe
- NR-GR
- Toxic
- NR-PPAR-gamma
- Safe
- NR-TR
- Safe
- T. Pyriformis
- -3.44
- Rat (Acute)
- 3.32
- Rat (Chronic Oral)
- 1.63
- Fathead Minnow
- 3.92
- Respiratory Disease
- Safe
- Skin Sensitisation
- Toxic
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Safe
- SR-p53
- Safe
General Properties
- Boiling Point
- 365.14
- Hydration Free Energy
- -6.73
- Log(D) at pH=7.4
- 1.45
- Log(P)
- 0.8
- Log S
- -3.39
- Log(Vapor Pressure)
- -7.66
- Melting Point
- 214.05
- pKa Acid
- 6.1
- pKa Basic
- 3.39
No predicted protein targets found for this compound.