Calycosin

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	13b399a1-f299-41bc-bf7d-08ecdb36f015
Taxonomy	Phenylpropanoids and polyketides > Isoflavonoids > O-methylated isoflavonoids > 4-O-methylated isoflavonoids > 3-hydroxy,4-methoxyisoflavonoids
IUPAC Name	7-hydroxy-3-(3-hydroxy-4-methoxyphenyl)chromen-4-one
SMILES (Canonical)	COC1=C(C=C(C=C1)C2=COC3=C(C2=O)C=CC(=C3)O)O
SMILES (Isomeric)	COC1=C(C=C(C=C1)C2=COC3=C(C2=O)C=CC(=C3)O)O
InChI	InChI=1S/C16H12O5/c1-20-14-5-2-9(6-13(14)18)12-8-21-15-7-10(17)3-4-11(15)16(12)19/h2-8,17-18H,1H3
InChI Key	ZZAJQOPSWWVMBI-UHFFFAOYSA-N
Popularity	561 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₆H₁₂O₅
Molecular Weight	284.26 g/mol
Exact Mass	284.06847348 g/mol
Topological Polar Surface Area (TPSA)	76.00 Å²
XlogP	2.40
Atomic LogP (AlogP)	2.88
H-Bond Acceptor	5
H-Bond Donor	2
Rotatable Bonds	2

Synonyms

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20575-57-9

3'-hydroxyformononetin

7-hydroxy-3-(3-hydroxy-4-methoxyphenyl)chromen-4-one

3',7-dihydroxy-4'-methoxyisoflavone

7-hydroxy-3-(3-hydroxy-4-methoxyphenyl)-4H-chromen-4-one

UNII-09N3E8P7TA

09N3E8P7TA

CHEBI:17793

HSDB 8109

7-hydroxy-3-(3-hydroxy-4-methoxy-phenyl)chromen-4-one

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9779	97.79%
Caco-2	+	0.8516	85.16%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8113	81.13%
OATP2B1 inhibitior	+	0.5523	55.23%
OATP1B1 inhibitior	+	0.9583	95.83%
OATP1B3 inhibitior	+	0.9877	98.77%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6479	64.79%
P-glycoprotein inhibitior	-	0.8023	80.23%
P-glycoprotein substrate	-	0.7778	77.78%
CYP3A4 substrate	+	0.5800	58.00%
CYP2C9 substrate	-	0.8382	83.82%
CYP2D6 substrate	-	0.7720	77.20%
CYP3A4 inhibition	-	0.6447	64.47%
CYP2C9 inhibition	+	0.8876	88.76%
CYP2C19 inhibition	+	0.9315	93.15%
CYP2D6 inhibition	-	0.8064	80.64%
CYP1A2 inhibition	+	0.9264	92.64%
CYP2C8 inhibition	+	0.7809	78.09%
CYP inhibitory promiscuity	+	0.7815	78.15%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5580	55.80%
Eye corrosion	-	0.9749	97.49%
Eye irritation	+	0.6878	68.78%
Skin irritation	-	0.5737	57.37%
Skin corrosion	-	0.9616	96.16%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7832	78.32%
Micronuclear	+	0.9200	92.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.9457	94.57%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.5460	54.60%
Acute Oral Toxicity (c)	III	0.7641	76.41%
Estrogen receptor binding	+	0.9676	96.76%
Androgen receptor binding	+	0.9395	93.95%
Thyroid receptor binding	+	0.7230	72.30%
Glucocorticoid receptor binding	+	0.8187	81.87%
Aromatase binding	+	0.8633	86.33%
PPAR gamma	+	0.5847	58.47%
Honey bee toxicity	-	0.8402	84.02%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5749	57.49%
Fish aquatic toxicity	+	0.8637	86.37%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL2392	P06746	DNA polymerase beta	25118.9 nM	Potency	via CMAUP
CHEMBL1293226	B2RXH2	Lysine-specific demethylase 4D-like	35481.3 nM	Potency	via CMAUP
CHEMBL1293224	P10636	Microtubule-associated protein tau	28183.8 nM	Potency	via CMAUP
CHEMBL1293277	O15118	Niemann-Pick C1 protein	5623.4 nM	Potency	via CMAUP
CHEMBL1293294	P51151	Ras-related protein Rab-9A	5623.4 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.87%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.53%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.27%	89.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.25%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.26%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.72%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	90.43%	94.75%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	89.72%	95.53%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	89.06%	80.78%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.88%	99.15%
CHEMBL242	Q92731	Estrogen receptor beta	88.01%	98.35%
CHEMBL3194	P02766	Transthyretin	87.73%	90.71%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.94%	99.17%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.33%	95.78%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.23%	85.14%
CHEMBL2535	P11166	Glucose transporter	84.44%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.64%	96.09%
CHEMBL1255126	O15151	Protein Mdm4	83.36%	90.20%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	82.54%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.13%	99.23%
CHEMBL3922	P50579	Methionine aminopeptidase 2	81.60%	97.28%
CHEMBL1907	P15144	Aminopeptidase N	81.27%	93.31%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Abies alba

Abies pinsapo subsp. marocana

Ammopiptanthus mongolicus