Penicilloside D
- Family: Plantae - Apocynaceae
- Kingdom: Plantae
-
Class: Steroid
- Subclass: Pregnane Glycoside
| Canonical Smiles | CO[C@@H]1C[C@H](O[C@H]2CC[C@]3(C(C2)CC[C@@H]2C3CC[C@]3([C@]2(O)[C@H](OC(=O)c2ccccc2)[C@H]([C@@H]3C(=O)C)OC(=O)CC(C)C)C)C)OC([C@H]1O[C@H]1C[C@@H](OC)[C@@H](C(O1)C)O[C@@H]1OC(C)[C@H]([C@@H](C1O)OC)O)C |
|---|---|
| InChI | InChI=1S/C54H82O17/c1-27(2)23-39(56)68-47-42(28(3)55)53(8)22-20-35-36(54(53,60)49(47)71-50(59)32-15-13-12-14-16-32)18-17-33-24-34(19-21-52(33,35)7)67-40-25-37(61-9)45(30(5)64-40)69-41-26-38(62-10)46(31(6)65-41)70-51-44(58)48(63-11)43(57)29(4)66-51/h12-16,27,29-31,33-38,40-49,51,57-58,60H,17-26H2,1-11H3/t29?,30?,31?,33?,34-,35?,36+,37+,38+,40-,41-,42-,43+,44?,45+,46+,47-,48-,49+,51-,52-,53+,54+/m0/s1 |
| InChIKey | SPNCVPCCAKJODZ-GNCYRLBNSA-N |
| Formula | C54H82O17 |
| HBA | 17 |
| HBD | 3 |
| MW | 1003.23 |
| Rotatable Bonds | 15 |
| TPSA | 213.43 |
| LogP | 5.69 |
| Number Rings | 8 |
| Number Aromatic Rings | 1 |
| Heavy Atom Count | 71 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.83 |
| Exact Mass | 1002.56 |
| Number of Lipinski Rule Violations | 3 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Caralluma species | Apocynaceae | Plantae | 197242 |
Showing of synonyms
No compound-protein relationship available.
SMILES: c1ccccc1C(=O)OC2CCC(C23)CCC4C3CCC5C4CCC(C5)OC(OC6)CCC6OC(OC7)CCC7OC8CCCCO8
Level: 4
Mol. Weight: 1003.23 g/mol
SMILES: c1ccccc1C(=O)OC2CCC(C23)CCC4C3CCC5C4CCC(C5)OC(OC6)CCC6OC7CCCCO7
Level: 3
Mol. Weight: 1003.23 g/mol
SMILES: C1CCC(C12)CCC3C2CCC4C3CCC(C4)OC(OC5)CCC5OC(OC6)CCC6OC7CCCCO7
Level: 3
Mol. Weight: 1003.23 g/mol
SMILES: c1ccccc1C(=O)OC2CCC(C23)CCC4C3CCC5C4CCC(C5)OC6CCCCO6
Level: 2
Mol. Weight: 1003.23 g/mol
SMILES: C1CCC(C12)CCC3C2CCC4C3CCC(C4)OC(OC5)CCC5OC6CCCCO6
Level: 2
Mol. Weight: 1003.23 g/mol
SMILES: O1CCCCC1OC2CCC(OC2)OC3CCCOC3
Level: 2
Mol. Weight: 1003.23 g/mol
SMILES: c1ccccc1C(=O)OC2CCC(C23)CCC4C3CCC5C4CCCC5
Level: 1
Mol. Weight: 1003.23 g/mol
SMILES: C1CCC(C12)CCC3C2CCC4C3CCC(C4)OC5CCCCO5
Level: 1
Mol. Weight: 1003.23 g/mol
SMILES: C1OCCCC1OC2CCCCO2
Level: 1
Mol. Weight: 1003.23 g/mol
SMILES: C1CCC(C12)CCC3C2CCC4C3CCCC4
Level: 0
Mol. Weight: 1003.23 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 1003.23 g/mol
SMILES: c1ccccc1
Level: 0
Mol. Weight: 1003.23 g/mol
Absorption
- Caco-2 (logPapp)
- -5.32
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- 49564.870
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- 6478288.14
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.570
- Plasma Protein Binding
- 102.86
- 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
- 3.930
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Toxic
- Avian
- Toxic
- Bee
- Safe
- Bioconcentration Factor
- -150671.670
- Biodegradation
- Safe
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -0.390
- Liver Injury II
- Toxic
- hERG Blockers
- Toxic
- Daphnia Maga
- 4.050
- 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
- Toxic
- T. Pyriformis
- -11757783537.800
- Rat (Acute)
- 5.370
- Rat (Chronic Oral)
- 27.490
- Fathead Minnow
- 14841710.520
- Respiratory Disease
- Safe
- Skin Sensitisation
- Safe
- SR-ARE
- Safe
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Toxic
- SR-p53
- Safe
General Properties
- Boiling Point
- 1322421103.130
- Hydration Free Energy
- -2.920
- Log(D) at pH=7.4
- -712.290
- Log(P)
- 6.04
- Log S
- -6.14
- Log(Vapor Pressure)
- -43546519.44
- Melting Point
- 185.77
- pKa Acid
- -317221.57
- pKa Basic
- -2530.29
| Protein Name | UniProt ID | Entry Name | Species | #Pharmacophore Points | Probability (0.7 ≤ Tversky Score ≤ 1.0) |
|---|---|---|---|---|---|
| Serpin domain-containing protein | H0ZQY2 | H0ZQY2_TAEGU | Taeniopygia guttata | 3 | 0.8934 |
| Serpin domain-containing protein | H0ZQY2 | H0ZQY2_TAEGU | Taeniopygia guttata | 3 | 0.8934 |
| Basic phospholipase A2 VRV-PL-VIIIa | P59071 | PA2B8_DABRR | Daboia russelii | 3 | 0.8153 |
| Basic phospholipase A2 VRV-PL-VIIIa | P59071 | PA2B8_DABRR | Daboia russelii | 3 | 0.8153 |
| Genome polyprotein | P26663 | POLG_HCVBK | Hepatitis C virus genotype 1b | 3 | 0.7819 |
| Genome polyprotein | P26663 | POLG_HCVBK | Hepatitis C virus genotype 1b | 3 | 0.7819 |
| Lactoperoxidase | P80025 | PERL_BOVIN | Bos taurus | 3 | 0.7702 |
| Lactoperoxidase | P80025 | PERL_BOVIN | Bos taurus | 3 | 0.7702 |
| Soluble acetylcholine receptor | Q8WSF8 | Q8WSF8_APLCA | Aplysia californica | 3 | 0.7272 |
| Soluble acetylcholine receptor | Q8WSF8 | Q8WSF8_APLCA | Aplysia californica | 3 | 0.7272 |
| ATP-dependent molecular chaperone HSP82 | P02829 | HSP82_YEAST | Saccharomyces cerevisiae | 2 | 0.7008 |
| ATP-dependent molecular chaperone HSP82 | P02829 | HSP82_YEAST | Saccharomyces cerevisiae | 2 | 0.7008 |