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Dalzienoside

Family: Plantae - Burseraceae
Kingdom: Plantae
Class: Phenolic

Canonical Smiles	COCc1ccc(cc1O[C@@H]1O[C@@H](CO)[C@@H]([C@H]([C@@H]1O)O)O)OC
InChI	InChI=1S/C15H22O8/c1-20-7-8-3-4-9(21-2)5-10(8)22-15-14(19)13(18)12(17)11(6-16)23-15/h3-5,11-19H,6-7H2,1-2H3/t11-,12-,13+,14-,15+/m0/s1
InChIKey	NTRMPMAFHGXVNH-SBJFKYEJSA-N
Formula	C₁₅H₂₂O₈
HBA	8
HBD	4
MW	330.33
Rotatable Bonds	6
TPSA	117.84
LogP	-0.98
Number Rings	2
Number Aromatic Rings	1
Heavy Atom Count	23
Formal Charge	0
Fraction CSP3	0.6
Exact Mass	330.13
Number of Lipinski Rule Violations	0

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Boswellia dalzielii	Burseraceae	Plantae	2303552

Showing of synonyms

Tegasne C, Kapche GDWF, et al. (2021). Bioguided chemical study of Boswellia dalzielii Hutch. (Burseraceae) for antibacterial agents and a new glucopyranoxylmethoxybenzyle.. Natural product research,2021, 35(23), 5199-5208. [View] [PubMed]

No compound-protein relationship available.

SMILES: c1ccccc1OC2CCCCO2

Level: 1

Mol. Weight: 330.33 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 330.33 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 330.33 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -5.27
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.650
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -1.41

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Penetrable
Fraction Unbound (Human): 0.770
Plasma Protein Binding: 55.9
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: 3.240
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: -1.270
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 1.270
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 4.480
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: -1.600
Rat (Acute): 2.130
Rat (Chronic Oral): 3.270
Fathead Minnow: 3.490
Respiratory Disease: Safe
Skin Sensitisation: Safe
SR-ARE: Safe
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Safe

General Properties

Boiling Point: 406.520
Hydration Free Energy: -16.880
Log(D) at pH=7.4: 0.030
Log(P): -0.66
Log S: -1.35
Log(Vapor Pressure): -9.81
Melting Point: 148.73
pKa Acid: 8.08
pKa Basic: 3.5

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	3	0.9232
Flavin-dependent monooxygenase	Q93L51	TETX_BACT4	Bacteroides thetaiotaomicron	3	0.9088
Prothrombin	P00734	THRB_HUMAN	Homo sapiens	3	0.8957
Serpin domain-containing protein	H0ZQY2	H0ZQY2_TAEGU	Taeniopygia guttata	3	0.8559
NAD-capped RNA hydrolase NudC	P32664	NUDC_ECOLI	Escherichia coli	3	0.8486
Cytochrome P450	Q93H81	Q93H81_STRAX	Streptomyces avermitilis	3	0.8402
histidine kinase	O32393	O32393_ARTPT	Arthrospira platensis	3	0.8390
Tetracycline repressor protein class H	P51561	TETR8_PASMD	Pasteurella multocida	3	0.8265
Glucan 1,3-beta-glucosidase	P29717	EXG1_CANAL	Candida albicans	3	0.8186
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	3	0.8017
Methionine aminopeptidase	P0AE18	MAP1_ECOLI	Escherichia coli	3	0.7909
2',3'-cyclic-nucleotide 3'-phosphodiesterase	P16330	CN37_MOUSE	Mus musculus	3	0.7885
Biflaviolin synthase CYP158A1	Q9KZF5	C1581_STRCO	Streptomyces coelicolor / M145)	3	0.7845
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	3	0.7825
Mitogen-activated protein kinase 8	P45983	MK08_HUMAN	Homo sapiens	3	0.7813
Polyribonucleotide nucleotidyltransferase	A7ZS61	PNP_ECO24	Escherichia coli O139:H28	3	0.7801
11-beta-hydroxysteroid dehydrogenase 1	P28845	DHI1_HUMAN	Homo sapiens	3	0.7657
Norsolorinic acid synthase	Q12053	AFLC_ASPPU	Aspergillus parasiticus	3	0.7637
Nuclear receptor subfamily 4immunitygroup A member 1	P22736	NR4A1_HUMAN	Homo sapiens	3	0.7630
Methionine aminopeptidase 1	P53582	MAP11_HUMAN	Homo sapiens	3	0.7595
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7551
Pancreatic alpha-amylase	P04746	AMYP_HUMAN	Homo sapiens	2	0.7477
L-lactate dehydrogenase	Q5SJA1	LDH_THET8	Thermus thermophilus	3	0.7470
11-beta-hydroxysteroid dehydrogenase 1	P28845	DHI1_HUMAN	Homo sapiens	3	0.7428
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7422
Pantothenate synthetase	P9WIL5	PANC_MYCTU	Mycobacterium tuberculosis	3	0.7413
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7412
Raucaffricine-O-beta-D-glucosidase	Q9SPP9	RG1_RAUSE	Rauvolfia serpentina	4	0.7407
Purine nucleoside phosphorylase	Q8I3X4	Q8I3X4_PLAF7	Plasmodium falciparum	3	0.7400
Cyclin-dependent kinase 9	P50750	CDK9_HUMAN	Homo sapiens	3	0.7338
Liver carboxylesterase 1	P23141	EST1_HUMAN	Homo sapiens	3	0.7321
Mitochondrial poly(A) polymerase	F1NBW0	F1NBW0_CHICK	Gallus gallus	2	0.7318
Polymerase acidic protein	C3W5S0	C3W5S0_I09A0	Influenza A virus	2	0.7291
Aurora kinase A	O14965	AURKA_HUMAN	Homo sapiens	3	0.7272
Chloramphenicol 3-O phosphotransferase	Q56148	CPT_STRVP	Streptomyces venezuelae	4	0.7255
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	2	0.7249
APH(2'')-Id	O68183	O68183_ENTCA	Enterococcus casseliflavus	3	0.7238
5-methylthioadenosine/S-adenosylhomocysteine deaminase	Q7NZ90	Q7NZ90_CHRVO	Chromobacterium violaceum	3	0.7221
Flavoredoxin	Q72HI0	Q72HI0_THET2	Thermus thermophilus	2	0.7217
Purine nucleoside phosphorylase DeoD-type	O34925	DEOD_BACSU	Bacillus subtilis	4	0.7215
Aurora kinase A	O14965	AURKA_HUMAN	Homo sapiens	3	0.7208
Succinate dehydrogenase [ubiquinone] flavoprotein subunit, mitochondrial	Q0QF01	SDHA_PIG	Sus scrofa	3	0.7207
Mitogen-activated protein kinase 8	P45983	MK08_HUMAN	Homo sapiens	3	0.7192
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	2	0.7167
Lipoprotein E	P26093	HEL_HAEIN	Haemophilus influenzae	3	0.7153
CCA-adding enzyme	O28126	CCA_ARCFU	Archaeoglobus fulgidus	3	0.7142
Leucine--tRNA ligase	P07813	SYL_ECOLI	Escherichia coli	3	0.7131
3-alpha-(or 20-beta)-hydroxysteroid dehydrogenase	P19992	HSD_STREX	Streptomyces exfoliatus	2	0.7130
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7120
Gag-Pol polyprotein	P05896	POL_SIVM1	Simian immunodeficiency virus	3	0.7113
Beta-glucosidase A	Q08638	BGLA_THEMA	Thermotoga maritima	3	0.7112
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	2	0.7084
DNA topoisomerase 1	P06612	TOP1_ECOLI	Escherichia coli	3	0.7078
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7071
Agglutinin alpha chain	P18674	LECA_MACPO	Maclura pomifera	3	0.7071
Beta-glucosidase 12	B8AVF0	BGL12_ORYSI	Oryza sativa subsp. indica	3	0.7067
Orotidine 5'-phosphate decarboxylase	Q5L0U0	PYRF_GEOKA	Geobacillus kaustophilus	3	0.7058
Bifunctional epoxide hydrolase 2	P34913	HYES_HUMAN	Homo sapiens	2	0.7052
Rifampin ADP-ribosyl transferase	A0QRS5	A0QRS5_MYCS2	Mycolicibacterium smegmatis155)	3	0.7046
Carbonic anhydrase 4	Q64444	CAH4_MOUSE	Mus musculus	2	0.7041
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7030
Cyclin-dependent kinase 9	P50750	CDK9_HUMAN	Homo sapiens	3	0.7007
Oxygen-insensitive NAD(P)H nitroreductase	P38489	NFSB_ECOLI	Escherichia coli	4	0.7005

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