leachianone A

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	5de57e42-716f-4f5f-a5d6-ee9edd747586
Taxonomy	Phenylpropanoids and polyketides > Flavonoids > Flavans > 8-prenylated flavans > 8-prenylated flavanones
IUPAC Name	(2S)-5,7-dihydroxy-2-(4-hydroxy-2-methoxyphenyl)-8-[(2R)-5-methyl-2-prop-1-en-2-ylhex-4-enyl]-2,3-dihydrochromen-4-one
SMILES (Canonical)	CC(=CCC(CC1=C2C(=C(C=C1O)O)C(=O)CC(O2)C3=C(C=C(C=C3)O)OC)C(=C)C)C
SMILES (Isomeric)	CC(=CC[C@H](CC1=C2C(=C(C=C1O)O)C(=O)C[C@H](O2)C3=C(C=C(C=C3)O)OC)C(=C)C)C
InChI	InChI=1S/C26H30O6/c1-14(2)6-7-16(15(3)4)10-19-20(28)12-21(29)25-22(30)13-24(32-26(19)25)18-9-8-17(27)11-23(18)31-5/h6,8-9,11-12,16,24,27-29H,3,7,10,13H2,1-2,4-5H3/t16-,24+/m1/s1
InChI Key	YLTPWCZXKJSORQ-GYCJOSAFSA-N
Popularity	6 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₆H₃₀O₆
Molecular Weight	438.50 g/mol
Exact Mass	438.20423867 g/mol
Topological Polar Surface Area (TPSA)	96.20 Å²
XlogP	6.10
Atomic LogP (AlogP)	5.61
H-Bond Acceptor	6
H-Bond Donor	3
Rotatable Bonds	7

Synonyms

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97938-31-3

CHEBI:66559

(2S)-5,7-dihydroxy-2-(4-hydroxy-2-methoxyphenyl)-8-[(2R)-5-methyl-2-prop-1-en-2-ylhex-4-enyl]-2,3-dihydrochromen-4-one

(2S)-5,7,4'-trihydroxy-8-lavandulyl-2'-methoxyflavanone

(2S)-5,7-dihydroxy-2-(4-hydroxy-2-methoxyphenyl)-8-[(2R)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-2,3-dihydro-4H-chromen-4-one

(2S)-5,7-dihydroxy-2-(4-hydroxy-2-methoxyphenyl)-8-[(2R)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl]-3,4-dihydro-2H-1-benzopyran-4-one

leachianoneA

(S)-5,7-Dihydroxy-2-(4-hydroxy-2-methoxyphenyl)-8-((R)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl)chroman-4-one

D0D4FV

CHEMBL453642

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	+	0.9773	97.73%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7014	70.14%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.8463	84.63%
OATP1B3 inhibitior	+	0.9090	90.90%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9021	90.21%
P-glycoprotein inhibitior	+	0.7638	76.38%
P-glycoprotein substrate	+	0.5233	52.33%
CYP3A4 substrate	+	0.6452	64.52%
CYP2C9 substrate	+	0.5973	59.73%
CYP2D6 substrate	-	0.7963	79.63%
CYP3A4 inhibition	+	0.5154	51.54%
CYP2C9 inhibition	+	0.7934	79.34%
CYP2C19 inhibition	+	0.9052	90.52%
CYP2D6 inhibition	+	0.5294	52.94%
CYP1A2 inhibition	+	0.8457	84.57%
CYP2C8 inhibition	+	0.6251	62.51%
CYP inhibitory promiscuity	+	0.9159	91.59%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.7196	71.96%
Eye corrosion	-	0.9878	98.78%
Eye irritation	-	0.7947	79.47%
Skin irritation	-	0.7776	77.76%
Skin corrosion	-	0.9359	93.59%
Ames mutagenesis	-	0.5937	59.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.7673	76.73%
Micronuclear	-	0.5041	50.41%
Hepatotoxicity	+	0.7052	70.52%
skin sensitisation	-	0.8207	82.07%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.4943	49.43%
Acute Oral Toxicity (c)	III	0.5367	53.67%
Estrogen receptor binding	+	0.8448	84.48%
Androgen receptor binding	+	0.6595	65.95%
Thyroid receptor binding	+	0.6231	62.31%
Glucocorticoid receptor binding	+	0.8391	83.91%
Aromatase binding	+	0.5870	58.70%
PPAR gamma	+	0.7169	71.69%
Honey bee toxicity	-	0.6930	69.30%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9911	99.11%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL4822	P56817	Beta-secretase 1	8400 nM	IC50	PMID: 18565755

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.68%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.96%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.86%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.43%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.70%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.52%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.76%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.65%	95.89%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.16%	85.14%
CHEMBL4040	P28482	MAP kinase ERK2	87.98%	83.82%
CHEMBL2535	P11166	Glucose transporter	87.63%	98.75%
CHEMBL3401	O75469	Pregnane X receptor	87.42%	94.73%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	87.24%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.83%	89.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.57%	91.19%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.02%	97.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.82%	92.62%
CHEMBL1902	P62942	FK506-binding protein 1A	82.39%	97.05%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.14%	99.23%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.03%	99.15%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.70%	94.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.64%	97.14%
CHEMBL1951	P21397	Monoamine oxidase A	81.09%	91.49%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.09%	89.62%

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.

Asimina parviflora

Atraphaxis spinosa

Baccharis neglecta

Centaurea cuneifolia subsp. cuneifolia

Chondrodendron tomentosum

Erysimum leptophyllum