ANPDB

Select a section from the left sidebar

Garcimangosone

Family: Plantae - Clusiaceae
Kingdom: Plantae
Class: Benzophenone

Canonical Smiles	OCC1O[C@H](Oc2cc(O)cc(c2C(=O)c2ccccc2)O)[C@@H](C([C@H]1O)O)O
InChI	InChI=1S/C19H20O9/c20-8-13-16(24)17(25)18(26)19(28-13)27-12-7-10(21)6-11(22)14(12)15(23)9-4-2-1-3-5-9/h1-7,13,16-22,24-26H,8H2/t13?,16-,17?,18+,19-/m0/s1
InChIKey	CCXXIROIENJKKR-YFVFFXEMSA-N
Formula	C₁₉H₂₀O₉
HBA	9
HBD	6
MW	392.36
Rotatable Bonds	5
TPSA	156.91
LogP	-0.49
Number Rings	3
Number Aromatic Rings	2
Heavy Atom Count	28
Formal Charge	0
Fraction CSP3	0.32
Exact Mass	392.11
Number of Lipinski Rule Violations	1

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Garcinia preussii	Clusiaceae	Plantae	58227

Showing of synonyms

Biloa Messi B, Ho R, et al. (2014). Isolation and biological activity of compounds from Garcinia preussii.. Pharmaceutical biology,2014, 52(6), 706-711. [View] [PubMed]

No compound-protein relationship available.

SMILES: c1ccccc1C(=O)c2c(cccc2)OC3CCCCO3

Level: 2

Mol. Weight: 392.36 g/mol

SMILES: c1ccccc1C(=O)c2ccccc2

Level: 1

Mol. Weight: 392.36 g/mol

SMILES: c1ccccc1OC2CCCCO2

Level: 1

Mol. Weight: 392.36 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 392.36 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 392.36 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.39
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: -5.24
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Non-Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -0.4

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.85
Plasma Protein Binding: 70.78
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: 11.94
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Toxic
Avian: Safe
Bee: Toxic
Bioconcentration Factor: -1.37
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Safe
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 0.9
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 4.64
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: -9.16
Rat (Acute): 2.47
Rat (Chronic Oral): 4.04
Fathead Minnow: 3.99
Respiratory Disease: Safe
Skin Sensitisation: Toxic
SR-ARE: Safe
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Safe
SR-p53: Safe

General Properties

Boiling Point: 538.6
Hydration Free Energy: -13.32
Log(D) at pH=7.4: 0.22
Log(P): 0.45
Log S: -2.76
Log(Vapor Pressure): -11.7
Melting Point: 165.95
pKa Acid: 4.2
pKa Basic: 6.98

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	0.8987
Riboflavin synthase	P0AFU8	RISA_ECOLI	Escherichia coli	4	0.8955
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	3	0.8882
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	3	0.8692
3'-5' exoribonuclease Rv2179c	P9WJ73	EXRBN_MYCTU	Mycobacterium tuberculosis	3	0.8640
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.8579
Serpin domain-containing protein	H0ZQY2	H0ZQY2_TAEGU	Taeniopygia guttata	3	0.8537
Adenylate cyclase type 5	P30803	ADCY5_CANLF	Canis lupus familiaris	5	0.8377
Soluble acetylcholine receptor	Q8WSF8	Q8WSF8_APLCA	Aplysia californica	3	0.8157
Thymidylate synthase	P00469	TYSY_LACCA	Lacticaseibacillus casei	3	0.8119
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	4	0.8108
Transcriptional regulator, PadR-like family	A2RI36	A2RI36_LACLM	Lactococcus lactis subsp. cremoris	3	0.8036
S-adenosylmethionine decarboxylase proenzyme	P17707	DCAM_HUMAN	Homo sapiens	3	0.8030
Methionine aminopeptidase	P0AE18	MAP1_ECOLI	Escherichia coli	3	0.8023
Dihydrofolate reductase	P00374	DYR_HUMAN	Homo sapiens	4	0.8022
Adenylate cyclase type 5	P30803	ADCY5_CANLF	Canis lupus familiaris	5	0.7955
Purine nucleoside phosphorylase DeoD-type	P0ABP8	DEOD_ECOLI	Escherichia coli	3	0.7843
Peptidyl-prolyl cis-trans isomerase FKBP1A	P62942	FKB1A_HUMAN	Homo sapiens	3	0.7793
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7750
Glycogen synthase	Q9V2J8	Q9V2J8_PYRAB	Pyrococcus abyssi	3	0.7739
Alpha-L-fucosidase, putative	Q9WYE2	Q9WYE2_THEMA	Thermotoga maritima	4	0.7702
Mitogen-activated protein kinase 10	P53779	MK10_HUMAN	Homo sapiens	3	0.7646
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7630
Cytosolic purine 5'-nucleotidase	P49902	5NTC_HUMAN	Homo sapiens	2	0.7602
Cytochrome P450 130	P9WPN5	CP130_MYCTU	Mycobacterium tuberculosis	3	0.7601
Mitogen-activated protein kinase 1	P28482	MK01_HUMAN	Homo sapiens	3	0.7585
Adenylate cyclase type 5	P30803	ADCY5_CANLF	Canis lupus familiaris	4	0.7566
ATP-dependent molecular chaperone HSP82	P02829	HSP82_YEAST	Saccharomyces cerevisiae	3	0.7552
Putative b-glycan phosphorylase	Q21MB1	Q21MB1_SACD2	Saccharophagus degradans	4	0.7480
NAD-capped RNA hydrolase NudC	P32664	NUDC_ECOLI	Escherichia coli	3	0.7469
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7458
Adenylate cyclase type 5	P30803	ADCY5_CANLF	Canis lupus familiaris	4	0.7453
Homoserine dehydrogenase	P31116	DHOM_YEAST	Saccharomyces cerevisiae	3	0.7433
Adenylate cyclase type 5	P30803	ADCY5_CANLF	Canis lupus familiaris	4	0.7430
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	2	0.7415
Adenosine kinase	Q9TVW2	ADK_TOXGO	Toxoplasma gondii	4	0.7405
Adenosine kinase	Q9TVW2	ADK_TOXGO	Toxoplasma gondii	3	0.7352
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	P48736	PK3CG_HUMAN	Homo sapiens	3	0.7349
Tyrosine-protein kinase Lck	P06239	LCK_HUMAN	Homo sapiens	3	0.7346
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7326
Soluble acetylcholine receptor	Q8WSF8	Q8WSF8_APLCA	Aplysia californica	2	0.7306
Riboflavin synthase	Q58584	RISC_METJA	Methanocaldococcus jannaschii	5	0.7265
CCA-adding enzyme	O28126	CCA_ARCFU	Archaeoglobus fulgidus	2	0.7259
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	3	0.7245
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	4	0.7170
APH(2'')-Id	O68183	O68183_ENTCA	Enterococcus casseliflavus	4	0.7167
Tyrosine-protein kinase Lck	P06239	LCK_HUMAN	Homo sapiens	3	0.7140
Protein ppBat	Q8A8A4	Q8A8A4_BACTN	Bacteroides thetaiotaomicron VPI-5482	3	0.7139
Tyrosine-protein kinase Lck	P06239	LCK_HUMAN	Homo sapiens	4	0.7132
Methionine aminopeptidase 1	P53582	MAP11_HUMAN	Homo sapiens	3	0.7125
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7118
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7116
Adenylate cyclase type 5	P30803	ADCY5_CANLF	Canis lupus familiaris	4	0.7112
Casein kinase I isoform gamma-3	Q9Y6M4	KC1G3_HUMAN	Homo sapiens	3	0.7098
HTH-type transcriptional regulator QacR	P0A0N4	QACR_STAAU	Staphylococcus aureus	3	0.7092
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7063
Mitochondrial poly(A) polymerase	F1NBW0	F1NBW0_CHICK	Gallus gallus	2	0.7057
Carbonic anhydrase 12	O43570	CAH12_HUMAN	Homo sapiens	2	0.7016

Download SDF