ANPDB

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Aloenin B

Family: Plantae - Asphodelaceae
Kingdom: Plantae
Class: Coumarin

Canonical Smiles	OC[C@H]1O[C@@H](Oc2cc(O[C@@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O)cc(c2c2cc(OC)cc(=O)o2)C)[C@@H]([C@H]([C@@H]1O)O)OC(=O)/C=C/c1ccc(cc1)O
InChI	InChI=1S/C34H38O17/c1-15-9-19(46-33-31(44)29(42)27(40)22(13-35)49-33)11-21(26(15)20-10-18(45-2)12-25(39)47-20)48-34-32(30(43)28(41)23(14-36)50-34)51-24(38)8-5-16-3-6-17(37)7-4-16/h3-12,22-23,27-37,40-44H,13-14H2,1-2H3/b8-5+/t22-,23-,27-,28-,29+,30+,31-,32-,33-,34-/m1/s1
InChIKey	IZBGWXJOIXZDBF-WLFSTHIVSA-N
Formula	C₃₄H₃₈O₁₇
HBA	17
HBD	8
MW	718.66
Rotatable Bonds	11
TPSA	264.5
LogP	-1.05
Number Rings	5
Number Aromatic Rings	3
Heavy Atom Count	51
Formal Charge	0
Fraction CSP3	0.41
Exact Mass	718.21
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Kenya aloe	Asphodelaceae	Plantae	25641

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: 6442939

Cas: 1212075-61-0

Zinc: ZINC000255220557

Nmrshiftdb2: 60146838

No compound-protein relationship available.

SMILES: c1ccccc1C=CC(=O)OC2C(OCCC2)Oc(c3-c4cccc(=O)o4)cc(cc3)OC5CCCCO5

Level: 4

Mol. Weight: 718.66 g/mol

SMILES: c1ccccc1C=CC(=O)OC2C(OCCC2)Oc3cc(ccc3)OC4CCCCO4

Level: 3

Mol. Weight: 718.66 g/mol

SMILES: c1ccccc1C=CC(=O)OC2C(OCCC2)Oc(cccc3)c3-c4cccc(=O)o4

Level: 3

Mol. Weight: 718.66 g/mol

SMILES: O=c(o1)cccc1-c2c(OC3CCCCO3)cc(cc2)OC4CCCCO4

Level: 3

Mol. Weight: 718.66 g/mol

SMILES: c1ccccc1C=CC(=O)OC2C(OCCC2)Oc3ccccc3

Level: 2

Mol. Weight: 718.66 g/mol

SMILES: O1CCCCC1Oc2cc(ccc2)OC3CCCCO3

Level: 2

Mol. Weight: 718.66 g/mol

SMILES: O=c(o1)cccc1-c2ccc(cc2)OC3CCCCO3

Level: 2

Mol. Weight: 718.66 g/mol

SMILES: O=c(o1)cccc1-c2c(cccc2)OC3CCCCO3

Level: 2

Mol. Weight: 718.66 g/mol

SMILES: C1OCCCC1OC(=O)C=Cc2ccccc2

Level: 1

Mol. Weight: 718.66 g/mol

SMILES: c1ccccc1OC2CCCCO2

Level: 1

Mol. Weight: 718.66 g/mol

SMILES: c1ccccc1-c2cccc(=O)o2

Level: 1

Mol. Weight: 718.66 g/mol

SMILES: O=c1cccco1

Level: 0

Mol. Weight: 718.66 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 718.66 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 718.66 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.55
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: -2.750
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 374.61

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.870
Plasma Protein Binding: 72.96
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: 4.920
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: -5.390
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 0.820
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 6.480
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: -679725.390
Rat (Acute): 2.530
Rat (Chronic Oral): 4.820
Fathead Minnow: 869.140
Respiratory Disease: Safe
Skin Sensitisation: Safe
SR-ARE: Toxic
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Safe

General Properties

Boiling Point: 69213.690
Hydration Free Energy: -2.920
Log(D) at pH=7.4: 0.490
Log(P): -0.24
Log S: -4.17
Log(Vapor Pressure): -2298.8
Melting Point: 214.58
pKa Acid: 0.69
pKa Basic: 2.03

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Ribosomal small subunit pseudouridine synthase A	P0AA43	RSUA_ECOLI	Escherichia coli	3	0.9654
Ribosomal small subunit pseudouridine synthase A	P0AA43	RSUA_ECOLI	Escherichia coli	3	0.9654
Glucan 1,3-beta-glucosidase	P29717	EXG1_CANAL	Candida albicans	3	0.8299
Glucan 1,3-beta-glucosidase	P29717	EXG1_CANAL	Candida albicans	3	0.8299
Tyrosine-protein kinase JAK3	P52333	JAK3_HUMAN	Homo sapiens	3	0.7965
Tyrosine-protein kinase JAK3	P52333	JAK3_HUMAN	Homo sapiens	3	0.7965
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.7937
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.7937
Serpin domain-containing protein	H0ZQY2	H0ZQY2_TAEGU	Taeniopygia guttata	3	0.7887
Serpin domain-containing protein	H0ZQY2	H0ZQY2_TAEGU	Taeniopygia guttata	3	0.7887
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	3	0.7678
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	3	0.7678
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	3	0.7646
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	3	0.7646
Caspase-6	P55212	CASP6_HUMAN	Homo sapiens	3	0.7574
Caspase-6	P55212	CASP6_HUMAN	Homo sapiens	3	0.7574
Ribosomal small subunit pseudouridine synthase A	P0AA43	RSUA_ECOLI	Escherichia coli	3	0.7571
Ribosomal small subunit pseudouridine synthase A	P0AA43	RSUA_ECOLI	Escherichia coli	3	0.7571
Polyribonucleotide nucleotidyltransferase	A7ZS61	PNP_ECO24	Escherichia coli O139:H28	3	0.7482
Polyribonucleotide nucleotidyltransferase	A7ZS61	PNP_ECO24	Escherichia coli O139:H28	3	0.7482
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7445
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7445
3-hydroxyanthranilate 3,4-dioxygenase	Q1LCS4	3HAO_CUPMC	Cupriavidus metallidurans	2	0.7401
3-hydroxyanthranilate 3,4-dioxygenase	Q1LCS4	3HAO_CUPMC	Cupriavidus metallidurans	2	0.7401
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7396
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7396
Carnitine O-palmitoyltransferase 2, mitochondrial	P18886	CPT2_RAT	Rattus norvegicus	3	0.7392
Carnitine O-palmitoyltransferase 2, mitochondrial	P18886	CPT2_RAT	Rattus norvegicus	3	0.7392
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7380
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7380
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	2	0.7316
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	2	0.7316
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7307
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7307
Disks large homolog 1	Q12959	DLG1_HUMAN	Homo sapiens	3	0.7288
Disks large homolog 1	Q12959	DLG1_HUMAN	Homo sapiens	3	0.7288
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7253
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7253
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	2	0.7237
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	2	0.7237
Pol polyprotein	Q66972	Q66972_9RETR	Feline immunodeficiency virus	5	0.7153
Pol polyprotein	Q66972	Q66972_9RETR	Feline immunodeficiency virus	5	0.7153
Cytidine and deoxycytidylate deaminase zinc-binding region	Q82Y41	Q82Y41_NITEU	Nitrosomonas europaea	3	0.7152
Cytidine and deoxycytidylate deaminase zinc-binding region	Q82Y41	Q82Y41_NITEU	Nitrosomonas europaea	3	0.7152
Beta-galactoside-specific lectin 4	Q6ITZ3	ML4_VISAL	Viscum album	2	0.7122
Beta-galactoside-specific lectin 4	Q6ITZ3	ML4_VISAL	Viscum album	2	0.7122
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	2	0.7083
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	2	0.7083
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	3	0.7062
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	3	0.7062
Acetolactate synthase, chloroplastic	P17597	ILVB_ARATH	Arabidopsis thaliana	2	0.7048
Acetolactate synthase, chloroplastic	P17597	ILVB_ARATH	Arabidopsis thaliana	2	0.7048
Anthranilate phosphoribosyltransferase	P00500	TRPD_ACIAD	Acinetobacter baylyi	2	0.7045
Anthranilate phosphoribosyltransferase	P00500	TRPD_ACIAD	Acinetobacter baylyi	2	0.7045
Kynurenine--oxoglutarate transaminase 1	Q16773	KAT1_HUMAN	Homo sapiens	2	0.7022
Kynurenine--oxoglutarate transaminase 1	Q16773	KAT1_HUMAN	Homo sapiens	2	0.7022
Formate--tetrahydrofolate ligase	P21164	FTHS_MOOTH	Moorella thermoacetica	2	0.7006
Formate--tetrahydrofolate ligase	P21164	FTHS_MOOTH	Moorella thermoacetica	2	0.7006

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