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Aloeresin C

Family: Plantae - Asphodelaceae
Kingdom: Plantae
Class: Chromone

Canonical Smiles	OC[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)OC(=O)/C=C/c1ccc(cc1)O)c1c(OC2O[C@H](CO)[C@H]([C@@H]([C@H]2O)O)O)cc(c2c1oc(CC(=O)C)cc2=O)C
InChI	InChI=1S/C34H38O16/c1-14-9-20(48-34-30(45)28(43)26(41)22(13-36)49-34)25(31-24(14)19(39)11-18(46-31)10-15(2)37)32-33(29(44)27(42)21(12-35)47-32)50-23(40)8-5-16-3-6-17(38)7-4-16/h3-9,11,21-22,26-30,32-36,38,41-45H,10,12-13H2,1-2H3/b8-5+/t21-,22+,26+,27-,28-,29+,30+,32+,33-,34?/m0/s1
InChIKey	DHSFJZHHJGPZGG-BTYOPVNPSA-N
Formula	C₃₄H₃₈O₁₆
HBA	16
HBD	8
MW	702.66
Rotatable Bonds	10
TPSA	263.11
LogP	-1.1
Number Rings	5
Number Aromatic Rings	3
Heavy Atom Count	50
Formal Charge	0
Fraction CSP3	0.44
Exact Mass	702.22
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Cape 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]

No compound-protein relationship available.

SMILES: c1ccccc1C=CC(=O)OC(CCCO2)C2c(c(c34)occc3=O)c(cc4)OC5CCCCO5

Level: 3

Mol. Weight: 702.66 g/mol

SMILES: c1ccccc1C=CC(=O)OC(CCCO2)C2c(ccc3)c(c34)occc4=O

Level: 2

Mol. Weight: 702.66 g/mol

SMILES: O=c1ccoc(c12)c(C3CCCCO3)c(cc2)OC4CCCCO4

Level: 2

Mol. Weight: 702.66 g/mol

SMILES: O=c1ccoc(c12)cc(cc2)OC3CCCCO3

Level: 1

Mol. Weight: 702.66 g/mol

SMILES: C1OCCCC1OC(=O)C=Cc2ccccc2

Level: 1

Mol. Weight: 702.66 g/mol

SMILES: O=c1ccoc(c12)c(ccc2)C3CCCCO3

Level: 1

Mol. Weight: 702.66 g/mol

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 702.66 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 702.66 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 702.66 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.6
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: -4.110
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 200.1

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.810
Plasma Protein Binding: 70.71
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: 4.820
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Toxic
Avian: Safe
Bee: Toxic
Bioconcentration Factor: -2.720
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 0.860
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 5.970
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: -362849.290
Rat (Acute): 2.780
Rat (Chronic Oral): 4.750
Fathead Minnow: 471.460
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: 33401.620
Hydration Free Energy: -2.920
Log(D) at pH=7.4: 0.390
Log(P): -0.9
Log S: -4.1
Log(Vapor Pressure): -1134.07
Melting Point: 198.53
pKa Acid: 3.01
pKa Basic: 3.79

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
D-aminoacyl-tRNA deacylase	Q8IIS0	DTD_PLAF7	Plasmodium falciparum	3	0.9432
D-aminoacyl-tRNA deacylase	Q8IIS0	DTD_PLAF7	Plasmodium falciparum	3	0.9432
Dihydrofolate reductase	P00378	DYR_CHICK	Gallus gallus	3	0.8606
Dihydrofolate reductase	P00378	DYR_CHICK	Gallus gallus	3	0.8606
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	3	0.8540
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	3	0.8540
Ras-related protein Ral-B	P11234	RALB_HUMAN	Homo sapiens	3	0.8384
Ras-related protein Ral-B	P11234	RALB_HUMAN	Homo sapiens	3	0.8384
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.8338
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.8338
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.8206
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.8206
Protease	O38896	O38896_9HIV1	Human immunodeficiency virus 1	3	0.7923
Protease	O38896	O38896_9HIV1	Human immunodeficiency virus 1	3	0.7923
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7908
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7908
Catechol O-methyltransferase	P22734	COMT_RAT	Rattus norvegicus	3	0.7785
Catechol O-methyltransferase	P22734	COMT_RAT	Rattus norvegicus	3	0.7785
Histone deacetylase 4	P56524	HDAC4_HUMAN	Homo sapiens	3	0.7770
Histone deacetylase 4	P56524	HDAC4_HUMAN	Homo sapiens	3	0.7770
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	3	0.7715
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	3	0.7715
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7437
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7437
Multidrug efflux pump subunit AcrB	P31224	ACRB_ECOLI	Escherichia coli	4	0.7434
Multidrug efflux pump subunit AcrB	P31224	ACRB_ECOLI	Escherichia coli	4	0.7434
3-hydroxyanthranilate 3,4-dioxygenase	Q1LCS4	3HAO_CUPMC	Cupriavidus metallidurans	2	0.7398
3-hydroxyanthranilate 3,4-dioxygenase	Q1LCS4	3HAO_CUPMC	Cupriavidus metallidurans	2	0.7398
Catechol O-methyltransferase	P22734	COMT_RAT	Rattus norvegicus	3	0.7383
Catechol O-methyltransferase	P22734	COMT_RAT	Rattus norvegicus	3	0.7383
Phenylalanine-4-hydroxylase	P00439	PH4H_HUMAN	Homo sapiens	3	0.7328
Phenylalanine-4-hydroxylase	P00439	PH4H_HUMAN	Homo sapiens	3	0.7328
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7296
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7296
2-aminohexano-6-lactam racemase	Q7M181	ACLR_ACHOB	Achromobacter obae	2	0.7282
2-aminohexano-6-lactam racemase	Q7M181	ACLR_ACHOB	Achromobacter obae	2	0.7282
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7135
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7135
Acetolactate synthase, chloroplastic	P17597	ILVB_ARATH	Arabidopsis thaliana	2	0.7048
Acetolactate synthase, chloroplastic	P17597	ILVB_ARATH	Arabidopsis thaliana	2	0.7048
Kynurenine--oxoglutarate transaminase 1	Q16773	KAT1_HUMAN	Homo sapiens	2	0.7034
Kynurenine--oxoglutarate transaminase 1	Q16773	KAT1_HUMAN	Homo sapiens	2	0.7034
Anthranilate phosphoribosyltransferase	P00500	TRPD_ACIAD	Acinetobacter baylyi	2	0.7023
Anthranilate phosphoribosyltransferase	P00500	TRPD_ACIAD	Acinetobacter baylyi	2	0.7023
Formate--tetrahydrofolate ligase	P21164	FTHS_MOOTH	Moorella thermoacetica	2	0.7003
Formate--tetrahydrofolate ligase	P21164	FTHS_MOOTH	Moorella thermoacetica	2	0.7003

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