7-hydroxybarbaloin - Compound Card

7-hydroxybarbaloin

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7-hydroxybarbaloin

Structure
Zoomed Structure
  • Family: Plantae - Asphodelaceae
  • Kingdom: Plantae
  • Class: Quinone
Canonical Smiles OC[C@H]1O[C@H]([C@@H]([C@H]([C@@H]1O)O)O)[C@@H]1c2cc(CO)cc(c2C(=O)c2c1ccc(c2O)O)O
InChI InChI=1S/C21H22O10/c22-5-7-3-9-13(21-20(30)19(29)17(27)12(6-23)31-21)8-1-2-10(24)16(26)15(8)18(28)14(9)11(25)4-7/h1-4,12-13,17,19-27,29-30H,5-6H2/t12-,13+,17-,19+,20-,21+/m1/s1
InChIKey HKKOALUTOMGGMT-DZJZYXOHSA-N
Formula C21H22O10
HBA 10
HBD 8
MW 434.4
Rotatable Bonds 3
TPSA 188.14
LogP -1.19
Number Rings 4
Number Aromatic Rings 2
Heavy Atom Count 31
Formal Charge 0
Fraction CSP3 0.38
Exact Mass 434.12
Number of Lipinski Rule Violations 1
# Species Family Kingdom NCBI Taxonomy ID
1 Aloe pulcherima Asphodelaceae Plantae 3161391

Showing of synonyms

  • Dagne E, Alemu M. (1991). Constituents of the leaves of four Aloe species from Ethiopia. Bulletin of the Chemical Society of Ethiopia,1991,5(2),87-91. [View] [PubMed]
Pubchem: 102052685
Nmrshiftdb2: 70020795

No compound-protein relationship available.

Structure

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

Level: 1

Mol. Weight: 434.4 g/mol

Structure

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

Level: 0

Mol. Weight: 434.4 g/mol

Structure

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 434.4 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp)
-6.32
Human Oral Bioavailability 20%
Non-Bioavailable
Human Intestinal Absorption
Non-Absorbed
Madin-Darby Canine Kidney
-6.140
Human Oral Bioavailability 50%
Non-Bioavailable
P-Glycoprotein Inhibitor
Non-Inhibitor
P-Glycoprotein Substrate
Substrate
Skin Permeability
0.38

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
0.620
Plasma Protein Binding
71.27
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
12.450
Organic Cation Transporter 2
Non-Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Toxic
Avian
Safe
Bee
Toxic
Bioconcentration Factor
-2.510
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Safe
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.720
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
5.040
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
-46.130
Rat (Acute)
2.490
Rat (Chronic Oral)
4.350
Fathead Minnow
3.620
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
621.040
Hydration Free Energy
-8.230
Log(D) at pH=7.4
-1.170
Log(P)
-0.22
Log S
-2.58
Log(Vapor Pressure)
-12.62
Melting Point
184.21
pKa Acid
3.93
pKa Basic
8.52
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.8533
Nuclear receptor subfamily 4immunitygroup A member 1 P22736 NR4A1_HUMAN Homo sapiens 3 0.8533
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8370
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.8370
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 4 0.7717
Pteridine reductase 1 Q01782 PTR1_LEIMA Leishmania major 4 0.7717
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7704
Riboflavin synthase P0AFU8 RISA_ECOLI Escherichia coli 3 0.7704
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7470
Cytosolic purine 5'-nucleotidase P49902 5NTC_HUMAN Homo sapiens 2 0.7470
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 4 0.7427
Glucose-1-phosphate thymidylyltransferase Q9HU22 Q9HU22_PSEAE Pseudomonas aeruginosa 4 0.7427
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7366
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7366
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7286
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 4 0.7286
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7140
Mitochondrial poly(A) polymerase F1NBW0 F1NBW0_CHICK Gallus gallus 2 0.7140
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 3 0.7114
Glycogen synthase Q9V2J8 Q9V2J8_PYRAB Pyrococcus abyssi 3 0.7114
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7025
Nitric oxide synthase, inducible P29477 NOS2_MOUSE Mus musculus 3 0.7025
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 3 0.7008
Proto-oncogene tyrosine-protein kinase Src P12931 SRC_HUMAN Homo sapiens 3 0.7008

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