Deacetyllittoraloin - Compound Card

Deacetyllittoraloin

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Deacetyllittoraloin

Structure
Zoomed Structure
  • Family: Asphodelaceae
  • Kingdom: Plantae
  • Class: Quinone
    • Subclass: Anthrone
Canonical Smiles OC[C@H]1O[C@H]([C@@H]([C@H]([C@@H]1O)O)O)[C@@]1(O)c2cc(COC(=O)[C@@H]([C@@H](O)C)C)cc(c2C(=O)c2c1cccc2O)O
InChI InChI=1S/C26H30O12/c1-10(11(2)28)25(35)37-9-12-6-14-19(16(30)7-12)21(32)18-13(4-3-5-15(18)29)26(14,36)24-23(34)22(33)20(31)17(8-27)38-24/h3-7,10-11,17,20,22-24,27-31,33-34,36H,8-9H2,1-2H3/t10-,11+,17-,20-,22+,23-,24-,26+/m1/s1
InChIKey LHIPKJMQYMTREZ-AIBZYFRHSA-N
Formula C26H30O12
HBA 12
HBD 8
MW 534.51
Rotatable Bonds 6
TPSA 214.44
LogP -1.22
Number Rings 4
Number Aromatic Rings 2
Heavy Atom Count 38
Formal Charge 0
Fraction CSP3 0.46
Exact Mass 534.17
Number of Lipinski Rule Violations 3
# Species Family Kingdom NCBI Taxonomy ID
1 Aloe littoralis Asphodelaceae Plantae 1429995

Showing of synonyms

  • Dagne E. (1996). Review of the chemistry of Aloes of Africa. Bulletin of the Chemical Society of Ethiopia,1996,10(1),89-103. [View] [PubMed]
Pubchem: 101995840
Nmrshiftdb2: 70052564

No compound-protein relationship available.

Structure

SMILES: O1CCCCC1C(c(c23)cccc3)c4c(C2=O)cccc4

Level: 1

Mol. Weight: 278.35 g/mol

Structure

SMILES: c1cccc(c12)Cc3c(C2=O)cccc3

Level: 0

Mol. Weight: 194.23 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 86.13 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.41
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-5.760
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
1.44

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.680
Plasma Protein Binding
70.28
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
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
7.010
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-2.960
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.880
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.930
Micronucleos
Toxic
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
Safe
T. Pyriformis
-968.370
Rat (Acute)
2.740
Rat (Chronic Oral)
4.660
Fathead Minnow
3.410
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
587.610
Hydration Free Energy
-3.290
Log(D) at pH=7.4
0.210
Log(P)
0.66
Log S
-3.19
Log(Vapor Pressure)
-11.84
Melting Point
159.43
pKa Acid
4.48
pKa Basic
6.69
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.9288
Prolyl tripeptidyl peptidase Q7MUW6 PTP_PORGI Porphyromonas gingivalis 3 0.9288
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.9233
Type IV / VI secretion system DotU domain-containing protein Q9KN50 Q9KN50_VIBCH Vibrio cholerae serotype O1 3 0.9233
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.8514
Fibroblast growth factor receptor 1 P11362 FGFR1_HUMAN Homo sapiens 3 0.8514
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.8064
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 3 0.8064
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8047
Beta-secretase 1 P56817 BACE1_HUMAN Homo sapiens 3 0.8047
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7890
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7890
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7877
GCN5-related N-acetyltransferase B1YEL6 B1YEL6_EXIS2 Exiguobacterium sibiricum 3 0.7877
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7753
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7753
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7699
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.7699
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7626
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase Q9TQS6 DHDH_MACFA Macaca fascicularis 3 0.7626
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7506
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7506
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7496
Steroid Delta-isomerase P07445 SDIS_PSEPU Pseudomonas putida 2 0.7496
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7396
Mitogen-activated protein kinase 8 P45983 MK08_HUMAN Homo sapiens 3 0.7396
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7370
Peptidyl-prolyl cis-trans isomerase FKBP1A P62942 FKB1A_HUMAN Homo sapiens 3 0.7370
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7344
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7344
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7295
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7295
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7276
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7276
Beta-amylase P16098 AMYB_HORVU Hordeum vulgare 5 0.7271
Beta-amylase P16098 AMYB_HORVU Hordeum vulgare 5 0.7271
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7262
Thymidylate synthase P00469 TYSY_LACCA Lacticaseibacillus casei 3 0.7262
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 3 0.7254
UDP-galactopyranose mutase Q48485 GLF1_KLEPN Klebsiella pneumoniae 3 0.7254
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7253
Genome polyprotein P26663 POLG_HCVBK Hepatitis C virus genotype 1b 3 0.7253
DNA-directed DNA polymerase Q38087 DPOL_BPR69 Escherichia phage RB69 3 0.7250
DNA-directed DNA polymerase Q38087 DPOL_BPR69 Escherichia phage RB69 3 0.7250
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7220
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7220
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.7134
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.7134
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7113
Nitric oxide synthase oxygenase O34453 NOSO_BACSU Bacillus subtilis 3 0.7113
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7090
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7090

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