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Isoderrone

Family: Plantae - Moraceae
Kingdom: Plantae
Class: Flavonoid
- Subclass: Isoflavonoid

Canonical Smiles	Oc1cc(O)c2c(c1)occ(c2=O)c1ccc2c(c1)C=CC(O2)(C)C
InChI	InChI=1S/C20H16O5/c1-20(2)6-5-12-7-11(3-4-16(12)25-20)14-10-24-17-9-13(21)8-15(22)18(17)19(14)23/h3-10,21-22H,1-2H3
InChIKey	WTNXJYOYGPGIJK-UHFFFAOYSA-N
Formula	C₂₀H₁₆O₅
HBA	5
HBD	2
MW	336.34
Rotatable Bonds	1
TPSA	79.9
LogP	4.06
Number Rings	4
Number Aromatic Rings	3
Heavy Atom Count	25
Formal Charge	0
Fraction CSP3	0.15
Exact Mass	336.1
Number of Lipinski Rule Violations	0

#	Species	Family	Kingdom	NCBI Taxonomy ID
1	Ficus mucuso	Moraceae	Plantae	309328

Showing of synonyms

Bankeu JJ, Khayala R, et al. (2011). Isoflavone dimers and other bioactive constituents from the figs of Ficus mucuso.. Journal of natural products,2011, 74(6), 1370-1378. [View] [PubMed]

Pubchem: 14237660

Cas: 121747-89-5

Zinc: ZINC000014559467

Chebi: 69748

Nmrshiftdb2: 60025749

Metabolights: MTBLC69748

Chembl: CHEMBL4083295

No compound-protein relationship available.

SMILES: c1cccc(c12)occ(c2=O)-c(c3)ccc(c34)OCC=C4

Level: 1

Mol. Weight: 336.34 g/mol

SMILES: c1cccc(c12)occc2=O

Level: 0

Mol. Weight: 336.34 g/mol

SMILES: C1=CCOc(c12)cccc2

Level: 0

Mol. Weight: 336.34 g/mol

No bioactivities available.

Absorption

Caco-2 (logPapp): -4.66
Human Oral Bioavailability 20%: Bioavailable
Human Intestinal Absorption: Absorbed
Madin-Darby Canine Kidney: -4.76
Human Oral Bioavailability 50%: Bioavailable
P-Glycoprotein Inhibitor: Inhibitor
P-Glycoprotein Substrate: Non-Substrate
Skin Permeability: -0.48

Distribution

Blood-Brain Barrier (CNS): -
Blood-Brain Barrier: Penetrable
Fraction Unbound (Human): 1.13
Plasma Protein Binding: 76.32
Steady State Volume of Distribution: -

Metabolism

Breast Cancer Resistance Protein: Inhibitor
CYP 1A2 Inhibitor: Inhibitor
CYP 1A2 Substrate: Non-Substrate
CYP 2C19 Inhibitor: Inhibitor
CYP 2C19 Substrate: Non-Substrate
CYP 2C9 Inhibitor: Inhibitor
CYP 2C9 Substrate: Substrate
CYP 2D6 Inhibitor: Inhibitor
CYP 2D6 Substrate: Non-Substrate
CYP 3A4 Inhibitor: Inhibitor
CYP 3A4 Substrate: Non-Substrate
OATP1B1: Non-Inhibitor
OATP1B3: Non-Inhibitor

Excretion

Clearance: 4.37
Organic Cation Transporter 2: Non-Inhibitor
Half-Life of Drug: -

Toxicity

AMES Mutagenesis: Safe
Avian: Safe
Bee: Toxic
Bioconcentration Factor: 1.79
Biodegradation: Safe
Carcinogenesis: Toxic
Crustacean: Toxic
Liver Injury I (DILI): Toxic
Eye Corrosion: Safe
Eye Irritation: Safe
Maximum Tolerated Dose: 1.2
Liver Injury II: Toxic
hERG Blockers: Safe
Daphnia Maga: 5.54
Micronucleos: Toxic
NR-AhR: Toxic
NR-AR: Safe
NR-AR-LBD: Safe
NR-Aromatase: Safe
NR-ER: Toxic
NR-ER-LBD: Toxic
NR-GR: Toxic
NR-PPAR-gamma: Safe
NR-TR: Toxic
T. Pyriformis: 1.88
Rat (Acute): 2.63
Rat (Chronic Oral): 2.28
Fathead Minnow: 4.85
Respiratory Disease: Toxic
Skin Sensitisation: Toxic
SR-ARE: Toxic
SR-ATAD5: Toxic
SR-HSE: Safe
SR-MMP: Toxic
SR-p53: Safe

General Properties

Boiling Point: 473.78
Hydration Free Energy: -11.56
Log(D) at pH=7.4: 4.28
Log(P): 4.79
Log S: -5.77
Log(Vapor Pressure): -9.33
Melting Point: 253.06
pKa Acid: 7.61
pKa Basic: 6.37

Protein Name	UniProt ID	Entry Name	Species	#Pharmacophore Points	Probability (0.7 ≤ Tversky Score ≤ 1.0)
IOMT 3	Q06YR3	Q06YR3_MEDTR	Medicago truncatula	4	0.9523
Thymidylate synthase	P00469	TYSY_LACCA	Lacticaseibacillus casei	3	0.9497
Biflaviolin synthase CYP158A1	Q9KZF5	C1581_STRCO	Streptomyces coelicolor / M145)	3	0.9279
Toxoflavin degrading enzyme	E3SET7	E3SET7_PAEPO	Paenibacillus polymyxa	3	0.9189
17beta-hydroxysteroid dehydrogenase	O93874	O93874_COCLU	Cochliobolus lunatus	4	0.9126
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	4	0.9062
Steroid Delta-isomerase	P00947	SDIS_COMTE	Comamonas testosteroni	3	0.8920
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.8805
Biflaviolin synthase CYP158A2	Q9FCA6	C1582_STRCO	Streptomyces coelicolor / M145)	3	0.8760
Serine/threonine-protein kinase 10	O94804	STK10_HUMAN	Homo sapiens	3	0.8742
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	3	0.8737
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	4	0.8703
Histone deacetylase 4	P56524	HDAC4_HUMAN	Homo sapiens	3	0.8701
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	4	0.8656
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.8645
Biflaviolin synthase CYP158A2	Q9FCA6	C1582_STRCO	Streptomyces coelicolor / M145)	3	0.8633
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	3	0.8605
Steroid C26-monooxygenase	P9WPP1	CP125_MYCTU	Mycobacterium tuberculosis	3	0.8601
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.8579
Neocarzinostatin	P0A3R9	NCZS_STRCZ	Streptomyces carzinostaticus	3	0.8542
Cyclin-dependent kinase 2	P24941	CDK2_HUMAN	Homo sapiens	3	0.8472
ATP-dependent molecular chaperone HSP82	P02829	HSP82_YEAST	Saccharomyces cerevisiae	3	0.8454
Trans-1,2-dihydrobenzene-1,2-diol dehydrogenase	Q9TQS6	DHDH_MACFA	Macaca fascicularis	3	0.8422
Fibroblast growth factor receptor 1	P11362	FGFR1_HUMAN	Homo sapiens	3	0.8397
Casein kinase II subunit alpha	P68400	CSK21_HUMAN	Homo sapiens	3	0.8357
Sulfide-quinone reductase	B7JBP8	SQRD_ACIF2	Acidithiobacillus ferrooxidans)	3	0.8302
Transthyretin	P02767	TTHY_RAT	Rattus norvegicus	3	0.8230
Mycinamicin III 3''-O-methyltransferase	Q49492	MYCF_MICGR	Micromonospora griseorubida	2	0.8214
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.8172
Mycinamicin III 3''-O-methyltransferase	Q49492	MYCF_MICGR	Micromonospora griseorubida	2	0.8158
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.8136
HTH-type transcriptional regulator TtgR	Q9AIU0	TTGR_PSEPT	Pseudomonas putida	3	0.8103
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	3	0.8089
ActVA 6 protein	Q53908	Q53908_STRCH	Streptomyces coelicolor	3	0.8038
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.8027
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.7996
ADP-ribosylation factor 1	P84077	ARF1_HUMAN	Homo sapiens	2	0.7930
Soluble cytochrome b562	P0ABE7	C562_ECOLX	Escherichia coli	3	0.7925
Cytochrome P450 1A1	P04798	CP1A1_HUMAN	Homo sapiens	3	0.7877
Beta-elicitin cinnamomin	P15569	ELIB_PHYCI	Phytophthora cinnamomi	3	0.7856
Biotin carboxylase	P24182	ACCC_ECOLI	Escherichia coli	4	0.7826
Carbonyl reductase [NADPH] 1	P16152	CBR1_HUMAN	Homo sapiens	3	0.7803
Probable NDP-rhamnosyltransferase	Q9ALM8	Q9ALM8_SACSN	Saccharopolyspora spinosa	3	0.7797
Capsid protein	Q9WBP8	Q9WBP8_9VIRU	Adeno-associated virus - 1	3	0.7792
Tetracycline repressor protein class D	P0ACT4	TETR4_ECOLX	Escherichia coli	3	0.7788
Heat shock protein HSP 90-alpha	P07900	HS90A_HUMAN	Homo sapiens	3	0.7760
Gag-Pol polyprotein	P03367	POL_HV1BR	Human immunodeficiency virus type 1 group M subtype B	3	0.7756
[Pyruvate dehydrogenase (acetyl-transferring)] kinase isozyme 2, mitochondrial	Q15119	PDK2_HUMAN	Homo sapiens	3	0.7647
CREB-binding protein	Q92793	CBP_HUMAN	Homo sapiens	3	0.7593
Serine/threonine-protein kinase pim-1	P11309	PIM1_HUMAN	Homo sapiens	3	0.7571
Thymidylate synthase	P00469	TYSY_LACCA	Lacticaseibacillus casei	4	0.7513
Protein BRASSINOSTEROID INSENSITIVE 1	O22476	BRI1_ARATH	Arabidopsis thaliana	4	0.7501
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	4	0.7492
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7489
Beta-2-microglobulin	P61769	B2MG_HUMAN	Homo sapiens	3	0.7478
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	2	0.7475
Beta-glucuronidase	P05804	BGLR_ECOLI	Escherichia coli	3	0.7467
Aldo-keto reductase family 1 member D1	P51857	AK1D1_HUMAN	Homo sapiens	2	0.7449
Beta-1 adrenergic receptor	P07700	ADRB1_MELGA	Meleagris gallopavo	3	0.7440
Polyprotein	Q80J95	Q80J95_9CALI	Murine norovirus 1	2	0.7424
Transthyretin	Q9PTT3	Q9PTT3_SPAAU	Sparus aurata	3	0.7415
HTH-type transcriptional repressor PurR	P0ACP7	PURR_ECOLI	Escherichia coli	3	0.7404
3',5'-cyclic-AMP phosphodiesterase 4D	Q08499	PDE4D_HUMAN	Homo sapiens	3	0.7379
Chitinase A	Q9AMP1	Q9AMP1_VIBHA	Vibrio harveyi	2	0.7370
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7348
Ephrin type-B receptor 2	P54763	EPHB2_MOUSE	Mus musculus	3	0.7314
Bromodomain protein, putative	Q8I240	Q8I240_PLAF7	Plasmodium falciparum	4	0.7311
Serine/threonine-protein kinase PLK1	P53350	PLK1_HUMAN	Homo sapiens	3	0.7305
Transthyretin	P02766	TTHY_HUMAN	Homo sapiens	4	0.7299
Beta-secretase 1	P56817	BACE1_HUMAN	Homo sapiens	2	0.7283
Aspartokinase 1, chloroplastic	Q9LYU8	AK1_ARATH	Arabidopsis thaliana	3	0.7267
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.7261
Nitric oxide synthase oxygenase	O34453	NOSO_BACSU	Bacillus subtilis	3	0.7261
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial	Q8N5Z0	AADAT_HUMAN	Homo sapiens	2	0.7248
Mitogen-activated protein kinase 8	P45983	MK08_HUMAN	Homo sapiens	3	0.7242
Cyclin-dependent kinase 9	P50750	CDK9_HUMAN	Homo sapiens	3	0.7215
Pheromone-binding protein ASP1	Q9U9J6	Q9U9J6_APIME	Apis mellifera	2	0.7204
Lactotransferrin	P24627	TRFL_BOVIN	Bos taurus	2	0.7167
High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A	O76083	PDE9A_HUMAN	Homo sapiens	3	0.7164
Aminoglycoside N(3)-acetyltransferase	A0A3P1UCA6	Q81P86_BACAN	Bacillus anthracis	3	0.7153
Liver carboxylesterase 1	P23141	EST1_HUMAN	Homo sapiens	3	0.7131
Pancreatic alpha-amylase	P04746	AMYP_HUMAN	Homo sapiens	2	0.7128
Carbonic anhydrase 2	P00918	CAH2_HUMAN	Homo sapiens	3	0.7123
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A	Q9Y233	PDE10_HUMAN	Homo sapiens	3	0.7117
Bromodomain-containing protein 4	O60885	BRD4_HUMAN	Homo sapiens	3	0.7114
Sulfide-quinone reductase	B7JBP8	SQRD_ACIF2	Acidithiobacillus ferrooxidans)	3	0.7082
Carbonyl reductase [NADPH] 1	P16152	CBR1_HUMAN	Homo sapiens	3	0.7082
Serine/threonine-protein kinase Chk1	O14757	CHK1_HUMAN	Homo sapiens	3	0.7073
Mitogen-activated protein kinase 14	Q16539	MK14_HUMAN	Homo sapiens	3	0.7069
4-hydroxyphenylacetate 3-monooxygenase	Q8YHT7	Q8YHT7_BRUME	Brucella melitensis biotype 1	2	0.7069
RNA polymerase sigma factor SigA	Q5SKW1	Q5SKW1_THET8	Thermus thermophilus	2	0.7053
Aldo-keto reductase family 1 member B1	P15121	ALDR_HUMAN	Homo sapiens	3	0.7052
Bromodomain-containing protein 2	P25440	BRD2_HUMAN	Homo sapiens	3	0.7032
Maltokinase	A1TH50	MAK_MYCVP	Mycolicibacterium vanbaalenii	3	0.7015
3-phosphoinositide-dependent protein kinase 1	O15530	PDPK1_HUMAN	Homo sapiens	3	0.7004

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