(-)-Sativan

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	c39de5d7-1147-44f6-9834-e9500fe81816
Taxonomy	Phenylpropanoids and polyketides > Isoflavonoids > O-methylated isoflavonoids > 4-O-methylated isoflavonoids
IUPAC Name	(3R)-3-(2,4-dimethoxyphenyl)-3,4-dihydro-2H-chromen-7-ol
SMILES (Canonical)	COC1=CC(=C(C=C1)C2CC3=C(C=C(C=C3)O)OC2)OC
SMILES (Isomeric)	COC1=CC(=C(C=C1)[C@H]2CC3=C(C=C(C=C3)O)OC2)OC
InChI	InChI=1S/C17H18O4/c1-19-14-5-6-15(17(9-14)20-2)12-7-11-3-4-13(18)8-16(11)21-10-12/h3-6,8-9,12,18H,7,10H2,1-2H3/t12-/m0/s1
InChI Key	TUXCLJQCYVCGDW-LBPRGKRZSA-N
Popularity	1 reference in papers

Physical and Chemical Properties

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Molecular Formula	C₁₇H₁₈O₄
Molecular Weight	286.32 g/mol
Exact Mass	286.12050905 g/mol
Topological Polar Surface Area (TPSA)	47.90 Å²
XlogP	3.30
Atomic LogP (AlogP)	3.13
H-Bond Acceptor	4
H-Bond Donor	1
Rotatable Bonds	3

Synonyms

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41743-86-6

Sativin (alfalfa)

(3R)-3-(2,4-dimethoxyphenyl)-3,4-dihydro-2H-chromen-7-ol

(3R)-3-(2,4-dimethoxyphenyl)-3,4-dihydro-2H-1-benzopyran-7-ol

CHEBI:115

DTXSID80194577

2-hydroxy-2',4'-dimethoxyisoflavan

LMPK12080025

AKOS040762684

(R)-3-(2,4-dimethoxyphenyl)chroman-7-ol

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	+	0.9856	98.56%
Caco-2	+	0.9394	93.94%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8090	80.90%
OATP2B1 inhibitior	-	0.8556	85.56%
OATP1B1 inhibitior	+	0.9255	92.55%
OATP1B3 inhibitior	+	0.9893	98.93%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.5882	58.82%
P-glycoprotein inhibitior	-	0.7325	73.25%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.5795	57.95%
CYP2C9 substrate	-	0.6025	60.25%
CYP2D6 substrate	+	0.5974	59.74%
CYP3A4 inhibition	-	0.6275	62.75%
CYP2C9 inhibition	+	0.6574	65.74%
CYP2C19 inhibition	+	0.8956	89.56%
CYP2D6 inhibition	-	0.8142	81.42%
CYP1A2 inhibition	+	0.8118	81.18%
CYP2C8 inhibition	+	0.6341	63.41%
CYP inhibitory promiscuity	+	0.7649	76.49%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8913	89.13%
Carcinogenicity (trinary)	Non-required	0.6784	67.84%
Eye corrosion	-	0.9822	98.22%
Eye irritation	-	0.5207	52.07%
Skin irritation	-	0.7899	78.99%
Skin corrosion	-	0.9788	97.88%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4035	40.35%
Micronuclear	+	0.7059	70.59%
Hepatotoxicity	-	0.6935	69.35%
skin sensitisation	-	0.9336	93.36%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.6798	67.98%
Acute Oral Toxicity (c)	III	0.6074	60.74%
Estrogen receptor binding	+	0.8146	81.46%
Androgen receptor binding	+	0.6307	63.07%
Thyroid receptor binding	+	0.7687	76.87%
Glucocorticoid receptor binding	+	0.6086	60.86%
Aromatase binding	-	0.5603	56.03%
PPAR gamma	-	0.5331	53.31%
Honey bee toxicity	-	0.8808	88.08%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6551	65.51%
Fish aquatic toxicity	+	0.9167	91.67%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.89%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.84%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.25%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.61%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.31%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.92%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.56%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.28%	95.89%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	86.12%	99.15%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	85.92%	89.05%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.74%	92.94%
CHEMBL4208	P20618	Proteasome component C5	85.74%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.72%	94.45%
CHEMBL2535	P11166	Glucose transporter	84.94%	98.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.33%	92.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.28%	94.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.96%	93.99%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	83.76%	91.79%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.44%	97.14%
CHEMBL3438	Q05513	Protein kinase C zeta	82.31%	88.48%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	82.10%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	81.72%	91.19%
CHEMBL1907	P15144	Aminopeptidase N	80.81%	93.31%
CHEMBL2581	P07339	Cathepsin D	80.64%	98.95%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.13%	100.00%
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.

Baphia nitida

Caragana tibetica

Centrolobium tomentosum

Gliricidia sepium

Lotus corniculatus

Medicago sativa

Sophora moorcroftiana

Wisteria brachybotrys