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Epidorsmanin F

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

Canonical Smiles	CC(=CCc1c2OC(Cc2c2c(c1O)C(=O)C[C@H](O2)c1ccc(c(c1)O)O)C(O)(C)C)C
InChI	InChI=1S/C25H28O7/c1-12(2)5-7-14-22(29)21-18(28)11-19(13-6-8-16(26)17(27)9-13)31-24(21)15-10-20(25(3,4)30)32-23(14)15/h5-6,8-9,19-20,26-27,29-30H,7,10-11H2,1-4H3/t19-,20?/m0/s1
InChIKey	FMVFFMVMWVSZRC-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: 42607992

No compound-protein relationship available.

SMILES: C1COc(c12)ccc3c2OC(CC3=O)c4ccccc4

Level: 1

Mol. Weight: 440.49 g/mol

SMILES: C1COc(c12)ccc3c2OCCC3=O

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: -4.87
Human Oral Bioavailability 50%: Non-Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -1.41

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Non-Penetrable
Fraction Unbound (Human): 0.98
Plasma Protein Binding: 73.9
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: 11.7
Organic Cation Transporter 2: Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: 0.22
Biodegradation: Safe
Carcinogenesis: Safe
Crustacean: Toxic
Liver Injury I (DILI): Safe
Eye Corrosion: Safe
Eye Irritation: Toxic
Maximum Tolerated Dose: 0.5
Liver Injury II: Toxic
hERG Blockers: Toxic
Daphnia Maga: 6.28
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: -62.64
Rat (Acute): 2.21
Rat (Chronic Oral): 2.36
Fathead Minnow: 4.98
Respiratory Disease: Toxic
Skin Sensitisation: Safe
SR-ARE: Toxic
SR-ATAD5: Safe
SR-HSE: Safe
SR-MMP: Toxic
SR-p53: Safe

General Properties

Boiling Point: 512.15
Hydration Free Energy: -3.81
Log(D) at pH=7.4: 2.82
Log(P): 4.21
Log S: -4.85
Log(Vapor Pressure): -10.0
Melting Point: 220.38
pKa Acid: 7.45
pKa Basic: 5.62

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
Histone deacetylase 4	P56524	HDAC4_HUMAN	Homo sapiens	3	0.9357
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.9301
D-aminoacyl-tRNA deacylase	Q8IIS0	DTD_PLAF7	Plasmodium falciparum	3	0.9123
rRNA N-glycosylase	D9J2T9	D9J2T9_MOMBA	Momordica balsamina	3	0.9086
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8769
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.8701
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.8676
NAD(P)H-hydrate epimerase	Q8K4Z3	NNRE_MOUSE	Mus musculus	3	0.8668
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	3	0.8667
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	4	0.8657
MAP kinase-activated protein kinase 2	P49137	MAPK2_HUMAN	Homo sapiens	3	0.8460
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	4	0.8444
Pancreatic alpha-amylase	P04746	AMYP_HUMAN	Homo sapiens	3	0.8429
Phenylalanine-4-hydroxylase	P00439	PH4H_HUMAN	Homo sapiens	3	0.8389
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.8389
Homoserine dehydrogenase	P31116	DHOM_YEAST	Saccharomyces cerevisiae	4	0.8374
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8363
Uracil phosphoribosyltransferase	Q26998	UPP_TOXGO	Toxoplasma gondii	3	0.8300
Anthocyanidin 3-O-glucosyltransferase UFGT	P51094	UFOG_VITVI	Vitis vinifera	4	0.8248
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	3	0.8199
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.8155
Gag-Pol polyprotein	P03367	POL_HV1BR	Human immunodeficiency virus type 1 group M subtype B	3	0.8054
Lactoylglutathione lyase	Q9CPU0	LGUL_MOUSE	Mus musculus	2	0.8013
Tyrosine-protein kinase JAK2	O60674	JAK2_HUMAN	Homo sapiens	3	0.7978
2',3'-cyclic-nucleotide 3'-phosphodiesterase	P16330	CN37_MOUSE	Mus musculus	3	0.7944
Flavin-dependent monooxygenase	Q93L51	TETX_BACT4	Bacteroides thetaiotaomicron	3	0.7942
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7925
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	3	0.7801
3-alpha-hydroxysteroid dehydrogenase	P23457	DIDH_RAT	Rattus norvegicus	3	0.7800
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7787
Tetracycline repressor protein class B from transposon Tn10	P04483	TETR2_ECOLX	Escherichia coli	3	0.7753
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	5	0.7707
Mitogen-activated protein kinase 1	P28482	MK01_HUMAN	Homo sapiens	3	0.7694
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7671
Cathepsin S	P25774	CATS_HUMAN	Homo sapiens	3	0.7566
Ribonuclease J	H9CZL7	H9CZL7_DEIRD	Deinococcus radiodurans	3	0.7536
Dual specificity mitogen-activated protein kinase kinase 1	Q02750	MP2K1_HUMAN	Homo sapiens	3	0.7519
Polyribonucleotide nucleotidyltransferase	A7ZS61	PNP_ECO24	Escherichia coli O139:H28	3	0.7505
Pantothenate synthetase	P9WIL5	PANC_MYCTU	Mycobacterium tuberculosis	3	0.7466
Serine/threonine-protein kinase 24	Q9Y6E0	STK24_HUMAN	Homo sapiens	3	0.7465
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7451
Peptidyl-prolyl cis-trans isomerase FKBP5	Q13451	FKBP5_HUMAN	Homo sapiens	3	0.7435
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.7435
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7428
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7423
Thymidine phosphorylase	Q7CP66	TYPH_SALTY	Salmonella typhimurium	3	0.7423
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7420
Basic phospholipase A2 VRV-PL-VIIIa	P59071	PA2B8_DABRR	Daboia russelii	2	0.7409
Tubulin--tyrosine ligase	F6Z895	A9ULH4_XENTR	Xenopus tropicalis	4	0.7398
CmeR	Q7B8P6	Q7B8P6_CAMJU	Campylobacter jejuni	3	0.7365
Aldo-keto reductase family 1 member C1	Q04828	AK1C1_HUMAN	Homo sapiens	2	0.7318
Mitogen-activated protein kinase 1	P28482	MK01_HUMAN	Homo sapiens	3	0.7314
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7313
APH(2'')-Id	O68183	O68183_ENTCA	Enterococcus casseliflavus	3	0.7264
Histone-lysine N-methyltransferase SETD7	Q8WTS6	SETD7_HUMAN	Homo sapiens	3	0.7251
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	3	0.7245
Purine nucleoside phosphorylase	P00491	PNPH_HUMAN	Homo sapiens	3	0.7219
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7217
Soluble acetylcholine receptor	Q8WSF8	Q8WSF8_APLCA	Aplysia californica	3	0.7213
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	3	0.7212
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7202
Epidermal growth factor receptor	P00533	EGFR_HUMAN	Homo sapiens	3	0.7195
Hypoxanthine phosphoribosyltransferase	Q4DRC4	Q4DRC4_TRYCC	Trypanosoma cruzi	3	0.7175
GCN5-related N-acetyltransferase	B1YEL6	B1YEL6_EXIS2	Exiguobacterium sibiricum	3	0.7173
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.7165
Aldo-keto reductase family 1 member B1	P15121	ALDR_HUMAN	Homo sapiens	3	0.7165
cAMP-dependent protein kinase catalytic subunit alpha	P00517	KAPCA_BOVIN	Bos taurus	3	0.7151
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7148
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	4	0.7146
Valacyclovir hydrolase	Q86WA6	BPHL_HUMAN	Homo sapiens	3	0.7146
Avidin	P02701	AVID_CHICK	Gallus gallus	3	0.7139
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	P48736	PK3CG_HUMAN	Homo sapiens	3	0.7136
Tyrosine-protein kinase JAK3	P52333	JAK3_HUMAN	Homo sapiens	3	0.7133
Dipeptidyl peptidase 4	P27487	DPP4_HUMAN	Homo sapiens	2	0.7102
Streptavidin	P22629	SAV_STRAV	Streptomyces avidinii	4	0.7091
Aldo-keto reductase family 1 member C2	P52895	AK1C2_HUMAN	Homo sapiens	2	0.7088
Ribulose-1,5 bisphosphate carboxylase/oxygenase large subunit N-methyltransferase, chloroplastic	Q43088	RBCMT_PEA	Pisum sativum	3	0.7078
Androgen receptor	P10275	ANDR_HUMAN	Homo sapiens	3	0.7075
Histone-lysine N-methyltransferase EHMT1	Q9H9B1	EHMT1_HUMAN	Homo sapiens	3	0.7065
Multidrug transporter MdfA	P0AEY8	MDFA_ECOLI	Escherichia coli	3	0.7040
Purine nucleoside phosphorylase DeoD-type	P0ABP9	DEOD_ECO57	Escherichia coli O157:H7	3	0.7040
Histone-lysine N-methyltransferase EHMT1	Q9H9B1	EHMT1_HUMAN	Homo sapiens	3	0.7030
Nuclear receptor ROR-beta	P45446	RORB_RAT	Rattus norvegicus	2	0.7024
Steroid Delta-isomerase	P07445	SDIS_PSEPU	Pseudomonas putida	2	0.7023
Nitric oxide synthase, inducible	P29477	NOS2_MOUSE	Mus musculus	3	0.7023
Dihydropteroate synthase	Q81VW8	Q81VW8_BACAN	Bacillus anthracis	3	0.7020
Primosomal protein N'	A6TGC5	A6TGC5_KLEP7	Klebsiella pneumoniae subsp. pneumoniae	4	0.7016
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7010
Fatty acid-binding protein, liver	P80226	FABPL_CHICK	Gallus gallus	3	0.7009
Phosphatidylinositol 4,5-bisphosphate 3-kinase catalytic subunit gamma isoform	O02697	PK3CG_PIG	Sus scrofa	5	0.7007
Threonine--tRNA ligase	P0A8M3	SYT_ECOLI	Escherichia coli	3	0.7007

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