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Hurghadolide A
- Family: Animalia - Theonellidae
- Kingdom: Animalia
- Class: Macrolide
| Canonical Smiles | CO[C@H]1C[C@H](CC[C@@H]([C@@H]([C@@H]([C@H]2OC(=O)/C=C/C(=C/C[C@H](O)C[C@@H]3C=CC[C@H](O3)C[C@H](OC)[C@@H](C)[C@@H](O)C[C@@H](O)[C@@H]([C@H](OC(=O)/C(=C/C[C@@H](C[C@H]3O[C@H](C[C@@H]([C@H]([C@H](C[C@H]([C@@H]2C)O)O)C)OC)CC=C3)O)/C)[C@H]([C@H]([C@H](CC[C@H]2C[C@H](OC)C[C@@H](O2)C)C)O)C)C)/C)C)O)C)O[C@H](C1)C |
|---|---|
| InChI | InChI=1S/C76H130O20/c1-43-23-28-55(77)35-57-19-17-21-59(93-57)39-70(90-16)50(8)66(80)42-68(82)52(10)75(54(12)73(85)45(3)27-31-62-38-64(88-14)34-48(6)92-62)96-76(86)46(4)25-29-56(78)36-58-20-18-22-60(94-58)40-69(89-15)49(7)65(79)41-67(81)51(9)74(95-71(83)32-24-43)53(11)72(84)44(2)26-30-61-37-63(87-13)33-47(5)91-61/h17-20,23-25,32,44-45,47-70,72-75,77-82,84-85H,21-22,26-31,33-42H2,1-16H3/b32-24+,43-23+,46-25+/t44-,45-,47-,48-,49-,50-,51-,52-,53-,54-,55-,56-,57-,58-,59-,60-,61-,62-,63+,64+,65-,66-,67+,68+,69-,70-,72-,73-,74-,75-/m0/s1 |
| InChIKey | PBOKTYWXRURPFG-ZHYZYMJSSA-N |
| Formula | C76H130O20 |
| HBA | 20 |
| HBD | 8 |
| MW | 1363.86 |
| Rotatable Bonds | 16 |
| TPSA | 288.28 |
| LogP | 9.55 |
| Number Rings | 5 |
| Number Aromatic Rings | 0 |
| Heavy Atom Count | 96 |
| Formal Charge | 0 |
| Fraction CSP3 | 0.84 |
| Exact Mass | 1362.92 |
| Number of Lipinski Rule Violations | 4 |
| # | Species | Family | Kingdom | NCBI Taxonomy ID |
|---|---|---|---|---|
| 1 | Theonella swinhoei | Theonellidae | Animalia | 37505 |
Showing of synonyms
Hurghadolide A
(1R,3S,5E,9S,10S,11R,13S,14S,15S,17S,21R,23S,25E,27E,31S,32S,33R,35S,36S,37S,39S)-3,11,13,23,33,35-hexahydroxy-9,31-bis((2S,3S,4S)-3-hydroxy-6-((2S,4R,6S)-4-methoxy-6-methyloxan-2-yl)-4-methylhexan-2-yl)-15,37-dimethoxy-6,10,14,26,32,36-hexamethyl-8,30,43,44-tetraoxatricyclo(37.3.1.117,21)tetratetraconta-5,19,25,27,41-pentaene-7,29-dione
(1R,3S,5E,9S,10S,11R,13S,14S,15S,17S,21R,23S,25E,27E,31S,32S,33R,35S,36S,37S,39S)-3,11,13,23,33,35-hexahydroxy-9,31-bis[(2S,3S,4S)-3-hydroxy-6-[(2S,4R,6S)-4-methoxy-6-methyloxan-2-yl]-4-methylhexan-2-yl]-15,37-dimethoxy-6,10,14,26,32,36-hexamethyl-8,30,43,44-tetraoxatricyclo[37.3.1.117,21]tetratetraconta-5,19,25,27,41-pentaene-7,29-dione
877822-91-8
CHEMBL500428
No compound-protein relationship available.
SMILES: C12C=CCC(O2)CCCCCCCC(CCCCCC3CCCCO3)OC(=O)C=CC=CCCCC4C=CCC(O4)CCCCCCCC(OC(=O)C=CCCC1)CCCCCC5CCCCO5
Level: 2
Mol. Weight: 1363.86 g/mol
SMILES: O1CCCCC1CCCCCC(OC(=O)C=CCCC2)CCCCCCCC(O3)CC=CC3CCCC=CC=CC(=O)OCCCCCCCCC(O4)CC=CC24
Level: 1
Mol. Weight: 1363.86 g/mol
SMILES: C12C=CCC(O2)CCCCCCCC(CCCCCC3CCCCO3)OC(=O)C=CC=CCCCC4C=CCC(O4)CCCCCCCCOC(=O)C=CCCC1
Level: 1
Mol. Weight: 1363.86 g/mol
SMILES: C12C=CCC(O2)CCCCCCCCOC(=O)C=CC=CCCCC3C=CCC(O3)CCCCCCCCOC(=O)C=CCCC1
Level: 0
Mol. Weight: 1363.86 g/mol
SMILES: C1CCOCC1
Level: 0
Mol. Weight: 1363.86 g/mol
Anticancer
Antifungal
Absorption
- Caco-2 (logPapp)
- -6.02
- Human Oral Bioavailability 20%
- Bioavailable
- Human Intestinal Absorption
- Absorbed
- Madin-Darby Canine Kidney
- 318513774156.930
- Human Oral Bioavailability 50%
- Non-Bioavailable
- P-Glycoprotein Inhibitor
- Inhibitor
- P-Glycoprotein Substrate
- Substrate
- Skin Permeability
- 41626032350116.67
Distribution
- Blood-Brain Barrier (CNS)
- -
- Blood-Brain Barrier
- Non-Penetrable
- Fraction Unbound (Human)
- 0.770
- Plasma Protein Binding
- 85.14
- 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
- 3.670
- Organic Cation Transporter 2
- Non-Inhibitor
- Half-Life of Drug
- -
Toxicity
- AMES Mutagenesis
- Toxic
- Avian
- Toxic
- Bee
- Safe
- Bioconcentration Factor
- -968127150885.020
- Biodegradation
- Toxic
- Carcinogenesis
- Safe
- Crustacean
- Toxic
- Liver Injury I (DILI)
- Safe
- Eye Corrosion
- Safe
- Eye Irritation
- Safe
- Maximum Tolerated Dose
- -395298.700
- 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
- Toxic
- NR-ER
- Safe
- NR-ER-LBD
- Safe
- NR-GR
- Toxic
- NR-PPAR-gamma
- Safe
- NR-TR
- Toxic
- T. Pyriformis
- -75549241356068224.000
- Rat (Acute)
- 19.760
- Rat (Chronic Oral)
- 162046535.990
- Fathead Minnow
- 95364835131651.953
- Respiratory Disease
- Toxic
- Skin Sensitisation
- Safe
- SR-ARE
- Toxic
- SR-ATAD5
- Safe
- SR-HSE
- Safe
- SR-MMP
- Toxic
- SR-p53
- Safe
General Properties
- Boiling Point
- 8497195174552390.000
- Hydration Free Energy
- -2.920
- Log(D) at pH=7.4
- -4723593588.230
- Log(P)
- -549874.95
- Log S
- -5.79
- Log(Vapor Pressure)
- -279808387266061.2
- Melting Point
- -85020610.55
- pKa Acid
- -2038844703460.22
- pKa Basic
- -16402444505.98
No predicted protein targets found for this compound.