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Epidorsmanin G

Family: Plantae - Moraceae
Kingdom: Plantae
Class: Flavonoid
- Subclass: Prenylated Flavanone

Canonical Smiles	CC(=CCc1c2O[C@@H](CC(=O)c2c(c2c1OC(C2)C(O)(C)C)O)c1ccc(c(c1)O)O)C
InChI	InChI=1S/C25H28O7/c1-12(2)5-7-14-23-15(10-20(32-23)25(3,4)30)22(29)21-18(28)11-19(31-24(14)21)13-6-8-16(26)17(27)9-13/h5-6,8-9,19-20,26-27,29-30H,7,10-11H2,1-4H3/t19-,20?/m0/s1
InChIKey	GHPCQDAMKFOYPM-XJDOXCRVSA-N
Formula	C₂₅H₂₈O₇
HBA	7
HBD	4
MW	440.49
Rotatable Bonds	4
TPSA	116.45
LogP	4.09
Number Rings	4
Number Aromatic Rings	2
Heavy Atom Count	32
Formal Charge	0
Fraction CSP3	0.4
Exact Mass	440.18
Number of Lipinski Rule Violations	0

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Dorstenia mannii	Moraceae	Plantae	194258
2	Dorstenia mannii	Moraceae	Plantae	194258

Showing of synonyms

Ngadjui BT, Kouam SF, et al. (2000). Prenylated flavonoids from the aerial parts of Dorstenia mannii.. Phytochemistry,2000, 55(8), 915-919. [View] [PubMed]
Ngadjui BT, Kouam SF, et al. (2000). Prenylated flavonoids from the aerial parts of Dorstenia mannii.. Phytochemistry,2000, 55(8), 915-919. [View] [PubMed]

Pubchem: 42607993

No compound-protein relationship available.

SMILES: C1COc(c12)cc3c(c2)C(=O)CC(O3)c4ccccc4

Level: 1

Mol. Weight: 440.49 g/mol

SMILES: C1COc(c12)cc3c(c2)C(=O)CCO3

Level: 0

Mol. Weight: 440.49 g/mol

SMILES: c1ccccc1

Level: 0

Mol. Weight: 440.49 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -5.74
Human Oral Bioavailability 20%: Non-Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.88
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -1.23

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 1.01
Plasma Protein Binding: 78.42
Steady State Volume of Distribution: -

Metabolism

Breast Cancer Resistance Protein: Non-Inhibitor
CYP 1A2 Inhibitor: Inhibitor
CYP 1A2 Substrate: Non-Substrate
CYP 2C19 Inhibitor: Inhibitor
CYP 2C19 Substrate: Substrate
CYP 2C9 Inhibitor: Inhibitor
CYP 2C9 Substrate: 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: 11.08
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: 0.15
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Toxic
Maximum Tolerated Dose: 0.6
Liver Injury II: Toxic
hERG Blockers: Toxic
Daphnia Maga: 6.22
Micronucleos: Toxic
NR-AhR: Safe
NR-AR: Safe
NR-AR-LBD: Safe
NR-Aromatase: Safe
NR-ER: Safe
NR-ER-LBD: Safe
NR-GR: Toxic
NR-PPAR-gamma: Safe
NR-TR: Safe
T. Pyriformis: -63.45
Rat (Acute): 2.19
Rat (Chronic Oral): 2.37
Fathead Minnow: 4.95
Respiratory Disease: Toxic
Skin Sensitisation: Toxic
SR-ARE: Toxic
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Toxic
SR-p53: Safe

General Properties

Boiling Point: 520.32
Hydration Free Energy: -3.95
Log(D) at pH=7.4: 2.84
Log(P): 4.27
Log S: -5.0
Log(Vapor Pressure): -10.19
Melting Point: 214.96
pKa Acid: 7.3
pKa Basic: 5.63

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.9280
Pancreatic alpha-amylase	P04746	AMYP_HUMAN	Homo sapiens	3	0.9177
Histone deacetylase 4	P56524	HDAC4_HUMAN	Homo sapiens	3	0.9156
Serpin domain-containing protein	H0ZQY2	H0ZQY2_TAEGU	Taeniopygia guttata	3	0.8989
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.8932
rRNA N-glycosylase	D9J2T9	D9J2T9_MOMBA	Momordica balsamina	3	0.8900
Corticosteroid-binding globulin	P08185	CBG_HUMAN	Homo sapiens	3	0.8870
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.8822
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8764
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	3	0.8745
NAD(P)H-hydrate epimerase	Q8K4Z3	NNRE_MOUSE	Mus musculus	3	0.8646
Soluble acetylcholine receptor	Q8WSF8	Q8WSF8_APLCA	Aplysia californica	3	0.8625
Flavoredoxin	Q72HI0	Q72HI0_THET2	Thermus thermophilus	3	0.8603
MAP kinase-activated protein kinase 2	P49137	MAPK2_HUMAN	Homo sapiens	3	0.8545
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8361
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8304
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	3	0.8227
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.8198
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8182
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.8043
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	3	0.7993
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	3	0.7967
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	3	0.7937
Mitogen-activated protein kinase 1	P28482	MK01_HUMAN	Homo sapiens	3	0.7899
Lethal(3)malignant brain tumor-like protein 1	Q9Y468	LMBL1_HUMAN	Homo sapiens	3	0.7803
Sarcoplasmic/endoplasmic reticulum calcium ATPase 1	P04191	AT2A1_RABIT	Oryctolagus cuniculus	3	0.7782
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	3	0.7774
Pyridoxal kinase	P82197	PDXK_SHEEP	Ovis aries	3	0.7772
histidine kinase	O32393	O32393_ARTPT	Arthrospira platensis	3	0.7739
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	2	0.7728
Valacyclovir hydrolase	Q86WA6	BPHL_HUMAN	Homo sapiens	3	0.7722
Glycogen synthase kinase-3 beta	P49841	GSK3B_HUMAN	Homo sapiens	3	0.7691
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.7684
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7679
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	3	0.7658
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7654
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	3	0.7646
Dual specificity mitogen-activated protein kinase kinase 1	Q02750	MP2K1_HUMAN	Homo sapiens	3	0.7613
3-alpha-hydroxysteroid dehydrogenase	P23457	DIDH_RAT	Rattus norvegicus	3	0.7608
Flavin-dependent monooxygenase	Q93L51	TETX_BACT4	Bacteroides thetaiotaomicron	3	0.7600
Ribonuclease J	H9CZL7	H9CZL7_DEIRD	Deinococcus radiodurans	3	0.7586
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	3	0.7583
Mitogen-activated protein kinase 1	P28482	MK01_HUMAN	Homo sapiens	3	0.7559
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	4	0.7543
Acetylcholinesterase	P21836	ACES_MOUSE	Mus musculus	2	0.7535
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.7529
Serine/threonine-protein kinase 10	O94804	STK10_HUMAN	Homo sapiens	3	0.7506
Polyribonucleotide nucleotidyltransferase	A7ZS61	PNP_ECO24	Escherichia coli O139:H28	3	0.7505
Chloramphenicol acetyltransferase	P62577	CAT_ECOLX	Escherichia coli	3	0.7488
2-phospho-L-lactate transferase	Q8PVT6	COFD_METMA	Methanosarcina mazei	3	0.7479
High affinity 3',5'-cyclic-AMP phosphodiesterase 7A	Q13946	PDE7A_HUMAN	Homo sapiens	3	0.7435
2',3'-cyclic-nucleotide 3'-phosphodiesterase	P16330	CN37_MOUSE	Mus musculus	3	0.7432
Tubulin--tyrosine ligase	F6Z895	A9ULH4_XENTR	Xenopus tropicalis	4	0.7429
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7428
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7420
GCN5-related N-acetyltransferase	B1YEL6	B1YEL6_EXIS2	Exiguobacterium sibiricum	3	0.7405
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7392
Apoptosis regulator Bcl-2	P10415	BCL2_HUMAN	Homo sapiens	3	0.7380
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	3	0.7373
Endothiapepsin	P11838	CARP_CRYPA	Cryphonectria parasitica	3	0.7372
Thymidine phosphorylase	Q7CP66	TYPH_SALTY	Salmonella typhimurium	3	0.7346
cAMP-dependent protein kinase catalytic subunit alpha	P00517	KAPCA_BOVIN	Bos taurus	3	0.7339
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7315
Gag-Pol polyprotein	P03367	POL_HV1BR	Human immunodeficiency virus type 1 group M subtype B	3	0.7311
prolyl oligopeptidase	Q9X6R4	Q9X6R4_AERCA	Aeromonas caviae	3	0.7280
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.7268
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7259
Pantothenate synthetase	P9WIL5	PANC_MYCTU	Mycobacterium tuberculosis	3	0.7257
APH(2'')-Id	O68183	O68183_ENTCA	Enterococcus casseliflavus	3	0.7248
Nuclear receptor subfamily 4immunitygroup A member 1	P22736	NR4A1_HUMAN	Homo sapiens	3	0.7242
Phosphatidylinositol 5-phosphate 4-kinase type-2 beta	P78356	PI42B_HUMAN	Homo sapiens	3	0.7225
Tetracycline repressor protein class B from transposon Tn10	P04483	TETR2_ECOLX	Escherichia coli	3	0.7218
Kinesin-like protein KIF11	P52732	KIF11_HUMAN	Homo sapiens	3	0.7195
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7191
Peptidyl-prolyl cis-trans isomerase FKBP1A	P62942	FKB1A_HUMAN	Homo sapiens	3	0.7169
Kinesin heavy chain	Q41460	Q41460_SOLTU	Solanum tuberosum	3	0.7145
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7133
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7116
Hypoxanthine phosphoribosyltransferase	Q4DRC4	Q4DRC4_TRYCC	Trypanosoma cruzi	3	0.7094
Polymerase basic protein 2	Q2LG68	Q2LG68_9INFA	Influenza A virus)	5	0.7093
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	2	0.7090
Alcohol dehydrogenase 1C	P00326	ADH1G_HUMAN	Homo sapiens	3	0.7076
Threonine--tRNA ligase	P0A8M3	SYT_ECOLI	Escherichia coli	3	0.7072
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7069
CCA-adding enzyme	O28126	CCA_ARCFU	Archaeoglobus fulgidus	2	0.7064
Dihydropteroate synthase	Q81VW8	Q81VW8_BACAN	Bacillus anthracis	3	0.7045
Purine nucleoside phosphorylase DeoD-type	P0ABP9	DEOD_ECO57	Escherichia coli O157:H7	3	0.7043
Bifunctional protein GAL10	P04397	GAL10_YEAST	Saccharomyces cerevisiae	4	0.7042
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	4	0.7040
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	3	0.7013
Histone-lysine N-methyltransferase EHMT1	Q9H9B1	EHMT1_HUMAN	Homo sapiens	3	0.7010
Histone-lysine N-methyltransferase EHMT1	Q9H9B1	EHMT1_HUMAN	Homo sapiens	3	0.7003

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