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Dodegranoside C

Family: Plantae - Salicaceae
Kingdom: Plantae
Class: Phenolic

Canonical Smiles	O[C@H]1[C@H](O)[C@@H](COC(=O)c2cc3ccc(c4c3c(c2C(=O)OC[C@H]2O[C@@H](Oc3ccccc3O)[C@@H]([C@H]([C@@H]2O)O)O)c2cc(O)c(cc2O4)O)O)O[C@H]([C@@H]1O)Oc1ccccc1O
InChI	InChI=1S/C42H38O20/c43-19-5-1-3-7-24(19)59-41-36(52)34(50)32(48)27(61-41)14-56-39(54)18-11-16-9-10-21(45)38-29(16)30(17-12-22(46)23(47)13-26(17)58-38)31(18)40(55)57-15-28-33(49)35(51)37(53)42(62-28)60-25-8-4-2-6-20(25)44/h1-13,27-28,32-37,41-53H,14-15H2/t27-,28-,32-,33-,34+,35+,36-,37-,41-,42-/m1/s1
InChIKey	UHONABRYBHVKPB-HMTUHSMRSA-N
Formula	C₄₂H₃₈O₂₀
HBA	20
HBD	11
MW	862.75
Rotatable Bonds	10
TPSA	321.28
LogP	1.23
Number Rings	8
Number Aromatic Rings	5
Heavy Atom Count	62
Formal Charge	0
Fraction CSP3	0.29
Exact Mass	862.2
Number of Lipinski Rule Violations	3

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Flacourtia rukam	Salicaceae	Plantae	1085434

Showing of synonyms

Afifi N.I, Moawad A.S, et al. (2022). Four new phenolics and antiparasitic secondary metabolites from Flacourtia rukam Zoll. & Mortizi. Natural product research, 2022, 36(14), 3626-3637. [View] [PubMed]

Pubchem: 44513405

Zinc: ZINC000198155344

Nmrshiftdb2: 70061533

No compound-protein relationship available.

SMILES: c1ccccc1OC(O2)CCCC2COC(=O)c3c(cc(c4c35)cccc4oc6c5cccc6)C(=O)OCC7CCCC(O7)Oc8ccccc8

Level: 4

Mol. Weight: 862.75 g/mol

SMILES: c1ccccc1OC(O2)CCCC2COC(=O)c3c(C(=O)OCC4CCCCO4)cc(c5c36)cccc5oc7c6cccc7

Level: 3

Mol. Weight: 862.75 g/mol

SMILES: c1cccc2c1oc3cccc(c3c24)cc(c4C(=O)OCC5CCCCO5)C(=O)OCC6CCCC(O6)Oc7ccccc7

Level: 3

Mol. Weight: 862.75 g/mol

SMILES: O1CCCCC1COC(=O)c2c(C(=O)OCC3CCCCO3)cc(c4c25)cccc4oc6c5cccc6

Level: 2

Mol. Weight: 862.75 g/mol

SMILES: c1ccccc1OC(O2)CCCC2COC(=O)c3ccc(c4c35)cccc4oc6c5cccc6

Level: 2

Mol. Weight: 862.75 g/mol

SMILES: c1cccc(c1c2c34)oc4cccc3cc(c2)C(=O)OCC5CCCC(O5)Oc6ccccc6

Level: 2

Mol. Weight: 862.75 g/mol

SMILES: O1CCCCC1COC(=O)c2ccc(c3c24)cccc3oc5c4cccc5

Level: 1

Mol. Weight: 862.75 g/mol

SMILES: O1CCCCC1COC(=O)c(c2)cc3cccc4oc(c5c2c34)cccc5

Level: 1

Mol. Weight: 862.75 g/mol

SMILES: c1ccccc1OC2CCCCO2

Level: 1

Mol. Weight: 862.75 g/mol

SMILES: c1cccc(c1c2c34)oc4cccc3ccc2

Level: 0

Mol. Weight: 862.75 g/mol

SMILES: C1CCOCC1

Level: 0

Mol. Weight: 862.75 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 862.75 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -6.35
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Non-Absorbed
Madin-Darby Canine Kidney: 1101.48
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Substrate
Skin Permeability: 144742.5

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.82
Plasma Protein Binding: 62.75
Steady State Volume of Distribution: -

Metabolism

Breast Cancer Resistance Protein: 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: Inhibitor

Excretion

Clearance: 9.53
Organic Cation Transporter 2: Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Toxic
Avian: Toxic
Bee: Toxic
Bioconcentration Factor: -3360.62
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 1.24
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 3.93
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: -262698222.44
Rat (Acute): 2.49
Rat (Chronic Oral): 5.24
Fathead Minnow: 331609.54
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: 29537982.03
Hydration Free Energy: -2.92
Log(D) at pH=7.4: -2.91
Log(P): 2.21
Log S: -7.72
Log(Vapor Pressure): -972637.21
Melting Point: 283.54
pKa Acid: -7035.49
pKa Basic: -36.63

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Cytosolic purine 5'-nucleotidase	P49902	5NTC_HUMAN	Homo sapiens	3	0.9316
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	3	0.8921
Insulin-degrading enzyme	P14735	IDE_HUMAN	Homo sapiens	3	0.8694
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	3	0.8480
Multidrug efflux pump subunit AcrB	P31224	ACRB_ECOLI	Escherichia coli	4	0.8353
Tryptophan synthase alpha chain	P16608	TRPA_THET2	Thermus thermophilus	3	0.8320
Transcriptional regulator, PadR-like family	A2RI36	A2RI36_LACLM	Lactococcus lactis subsp. cremoris	3	0.8286
ATP-dependent molecular chaperone HSP82	P02829	HSP82_YEAST	Saccharomyces cerevisiae	3	0.8261
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.8181
3-phosphoinositide-dependent protein kinase 1	O15530	PDPK1_HUMAN	Homo sapiens	4	0.7913
Beta sliding clamp	P0A988	DPO3B_ECOLI	Escherichia coli	3	0.7847
Genome polyprotein	P26663	POLG_HCVBK	Hepatitis C virus genotype 1b	3	0.7765
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta	P78356	PI42B_HUMAN	Homo sapiens	4	0.7657
Purine nucleoside phosphorylase DeoD-type	P0ABP9	DEOD_ECO57	Escherichia coli O157:H7	3	0.7641
L-lactate dehydrogenase A chain	P04642	LDHA_RAT	Rattus norvegicus	3	0.7626
DNA polymerase theta	O75417	DPOLQ_HUMAN	Homo sapiens	4	0.7532
Glutaminyl-peptide cyclotransferase	Q16769	QPCT_HUMAN	Homo sapiens	4	0.7515
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7430
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	3	0.7417
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7372
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9QYJ6	PDE10_RAT	Rattus norvegicus	3	0.7371
Mitochondrial poly(A) polymerase	F1NBW0	F1NBW0_CHICK	Gallus gallus	2	0.7360
Polyribonucleotide nucleotidyltransferase	A7ZS61	PNP_ECO24	Escherichia coli O139:H28	3	0.7316
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7313
Methionine aminopeptidase 2	P9WK19	MAP12_MYCTU	Mycobacterium tuberculosis	3	0.7294
Metallo-beta-lactamase type 2	P52699	BLAB_SERMA	Serratia marcescens	3	0.7291
cGMP-dependent 3',5'-cyclic phosphodiesterase	O00408	PDE2A_HUMAN	Homo sapiens	4	0.7291
Stromelysin-1	P08254	MMP3_HUMAN	Homo sapiens	4	0.7285
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	Q05603	COBT_SALTY	Salmonella typhimurium	2	0.7247
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7239
3-hydroxy-3-methylglutaryl-coenzyme A reductase	P04035	HMDH_HUMAN	Homo sapiens	3	0.7223
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7205
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	2	0.7189
Glycogen synthase kinase-3 beta	P49841	GSK3B_HUMAN	Homo sapiens	3	0.7162
Aspartate carbamoyltransferase catalytic subunit	P0A786	PYRB_ECOLI	Escherichia coli	2	0.7160
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7155
Deoxycytidine kinase	P27707	DCK_HUMAN	Homo sapiens	3	0.7150
Caffeoyl-CoA O-methyltransferase	Q40313	CAMT_MEDSA	Medicago sativa	3	0.7120
Gentisate 1,2-dioxygenase	Q67FT0	Q67FT0_PSESE	Pseudaminobacter salicylatoxidans	2	0.7118
Benzoylformate decarboxylase	P20906	MDLC_PSEPU	Pseudomonas putida	3	0.7107
Mitochondrial poly(A) polymerase	F1NBW0	F1NBW0_CHICK	Gallus gallus	3	0.7105
6-phosphogluconate dehydrogenase, decarboxylating	P96789	6PGD_LACLM	Lactococcus lactis subsp. cremoris	3	0.7090
Dihydropteroate synthase	Q81VW8	Q81VW8_BACAN	Bacillus anthracis	2	0.7087
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7078
Prolyl tripeptidyl peptidase	Q7MUW6	PTP_PORGI	Porphyromonas gingivalis	3	0.7078
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7075
Nicotinate-nucleotide--dimethylbenzimidazole phosphoribosyltransferase	Q05603	COBT_SALTY	Salmonella typhimurium	2	0.7064
Aurora kinase A	O14965	AURKA_HUMAN	Homo sapiens	3	0.7048
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7043
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7043
Ribosome-inactivating protein alpha-trichosanthin	P09989	RIPT_TRIKI	Trichosanthes kirilowii	3	0.7026
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7021
Protocatechuate 3,4-dioxygenase beta chain	P00437	PCXB_PSEPU	Pseudomonas putida	2	0.7011
Mandelate racemase	P11444	MANR_PSEPU	Pseudomonas putida	2	0.7002
Acetolactate synthase, chloroplastic	P17597	ILVB_ARATH	Arabidopsis thaliana	2	0.7001

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