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Globularimin

Family: Globulariaceae
Kingdom: Plantae
Class: Terpenoid
- Subclass: Iridoid Glycoside

Canonical Smiles	OC[C@H]1O[C@@H](O[C@@H]2OC=C[C@@H]3[C@H]2[C@](O)(COC(=O)/C=C/c2ccccc2)[C@@H]([C@H]3O)O)[C@@H]([C@H]([C@@H]1O)O)O
InChI	InChI=1S/C24H30O12/c25-10-14-18(28)19(29)20(30)23(35-14)36-22-16-13(8-9-33-22)17(27)21(31)24(16,32)11-34-15(26)7-6-12-4-2-1-3-5-12/h1-9,13-14,16-23,25,27-32H,10-11H2/b7-6+/t13-,14-,16-,17+,18-,19+,20-,21-,22+,23+,24-/m1/s1
InChIKey	NRCZKVGMFVNDIY-JJWUYXHRSA-N
Formula	C₂₄H₃₀O₁₂
HBA	12
HBD	7
MW	510.49
Rotatable Bonds	7
TPSA	195.6
LogP	-2.37
Number Rings	4
Number Aromatic Rings	1
Heavy Atom Count	36
Formal Charge	0
Fraction CSP3	0.54
Exact Mass	510.17
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Globularia alypum	Globulariaceae	Plantae	1533088

Showing of synonyms

Es-Safi NE, Khlifi S, et al. (2006). Iridoid glucosides from the aerial parts of Globularia alypum L. (Globulariaceae). Chemical and Pharmaceutical Bulletin,2006,54(1),85-88. [View] [PubMed]

Pubchem: 21603204

Zinc: ZINC000139721295

No compound-protein relationship available.

SMILES: c1ccccc1C=CC(=O)OCC2CCC(C23)C=COC3OC4CCCCO4

Level: 2

Mol. Weight: 384.47 g/mol

SMILES: c1ccccc1C=CC(=O)OCC2CCC(C23)C=COC3

Level: 1

Mol. Weight: 284.36 g/mol

SMILES: C1CCC(C12)C(OC=C2)OC3CCCCO3

Level: 1

Mol. Weight: 224.3 g/mol

SMILES: C1CCC(C12)COC=C2

Level: 0

Mol. Weight: 124.18 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 86.13 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 78.11 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.01
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -5.090
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -0.71

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Penetrable
Fraction Unbound (Human): 0.750
Plasma Protein Binding: 64.22
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: 3.400
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: -3.610
Biodegradation: Toxic
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 1.290
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 3.650
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: -606.070
Rat (Acute): 2.630
Rat (Chronic Oral): 3.680
Fathead Minnow: 3.870
Respiratory Disease: Safe
Skin Sensitisation: Toxic
SR-ARE: Toxic
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Safe

General Properties

Boiling Point: 586.680
Hydration Free Energy: -3.210
Log(D) at pH=7.4: 0.490
Log(P): -0.64
Log S: -1.35
Log(Vapor Pressure): -16.32
Melting Point: 145.86
pKa Acid: 3.44
pKa Basic: 5.54

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Polyribonucleotide nucleotidyltransferase	A7ZS61	PNP_ECO24	Escherichia coli O139:H28	3	0.7929
Polyribonucleotide nucleotidyltransferase	A7ZS61	PNP_ECO24	Escherichia coli O139:H28	3	0.7929
NADPH-dependent oxidoreductase 2-alkenal reductase	Q39172	AER_ARATH	Arabidopsis thaliana	2	0.7513
NADPH-dependent oxidoreductase 2-alkenal reductase	Q39172	AER_ARATH	Arabidopsis thaliana	2	0.7513
Serpin domain-containing protein	H0ZQY2	H0ZQY2_TAEGU	Taeniopygia guttata	3	0.7329
Serpin domain-containing protein	H0ZQY2	H0ZQY2_TAEGU	Taeniopygia guttata	3	0.7329
Single-stranded-DNA-specific exonuclease RecJ	D0EM60	D0EM60_DEIRD	Deinococcus radiodurans	2	0.7262
Single-stranded-DNA-specific exonuclease RecJ	D0EM60	D0EM60_DEIRD	Deinococcus radiodurans	2	0.7262
Mycocyclosin synthase	P9WPP7	CP121_MYCTU	Mycobacterium tuberculosis	2	0.7246
Mycocyclosin synthase	P9WPP7	CP121_MYCTU	Mycobacterium tuberculosis	2	0.7246
Carbonic anhydrase 1	P00915	CAH1_HUMAN	Homo sapiens	2	0.7201
Carbonic anhydrase 1	P00915	CAH1_HUMAN	Homo sapiens	2	0.7201
Disks large homolog 1	Q12959	DLG1_HUMAN	Homo sapiens	3	0.7193
Disks large homolog 1	Q12959	DLG1_HUMAN	Homo sapiens	3	0.7193
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	2	0.7089
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	2	0.7089
Mitogen-activated protein kinase 1	P28482	MK01_HUMAN	Homo sapiens	2	0.7077
Mitogen-activated protein kinase 1	P28482	MK01_HUMAN	Homo sapiens	2	0.7077
ATP-dependent molecular chaperone HSP82	P02829	HSP82_YEAST	Saccharomyces cerevisiae	2	0.7064
ATP-dependent molecular chaperone HSP82	P02829	HSP82_YEAST	Saccharomyces cerevisiae	2	0.7064
Coagulation factor X	P00742	FA10_HUMAN	Homo sapiens	3	0.7039
Coagulation factor X	P00742	FA10_HUMAN	Homo sapiens	3	0.7039
NAD-capped RNA hydrolase NudC	P32664	NUDC_ECOLI	Escherichia coli	2	0.7032
NAD-capped RNA hydrolase NudC	P32664	NUDC_ECOLI	Escherichia coli	2	0.7032
Collagenase 3	P45452	MMP13_HUMAN	Homo sapiens	3	0.7030
Collagenase 3	P45452	MMP13_HUMAN	Homo sapiens	3	0.7030
Polymerase basic protein 2	P31345	PB2_I75A3	Influenza A virus	2	0.7020
Polymerase basic protein 2	P31345	PB2_I75A3	Influenza A virus	2	0.7020
Dihydrofolate reductase	P00378	DYR_CHICK	Gallus gallus	2	0.7013
Dihydrofolate reductase	P00378	DYR_CHICK	Gallus gallus	2	0.7013

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