Pterocarpin

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

Top

Internal ID	6b0bb4c9-973b-4e78-b732-2e53f8ff084f
Taxonomy	Phenylpropanoids and polyketides > Isoflavonoids > Furanoisoflavonoids > Pterocarpans
IUPAC Name	(1R,12R)-16-methoxy-5,7,11,19-tetraoxapentacyclo[10.8.0.02,10.04,8.013,18]icosa-2,4(8),9,13(18),14,16-hexaene
SMILES (Canonical)	COC1=CC2=C(C=C1)C3C(CO2)C4=CC5=C(C=C4O3)OCO5
SMILES (Isomeric)	COC1=CC2=C(C=C1)[C@H]3[C@@H](CO2)C4=CC5=C(C=C4O3)OCO5
InChI	InChI=1S/C17H14O5/c1-18-9-2-3-10-13(4-9)19-7-12-11-5-15-16(21-8-20-15)6-14(11)22-17(10)12/h2-6,12,17H,7-8H2,1H3/t12-,17-/m0/s1
InChI Key	YLZYAUCOYZKLMA-SJCJKPOMSA-N
Popularity	6 references in papers

Physical and Chemical Properties

Top

Molecular Formula	C₁₇H₁₄O₅
Molecular Weight	298.29 g/mol
Exact Mass	298.08412354 g/mol
Topological Polar Surface Area (TPSA)	46.20 Å²
XlogP	2.80
Atomic LogP (AlogP)	3.03
H-Bond Acceptor	5
H-Bond Donor	0
Rotatable Bonds	1

Synonyms

Top

Pterocarpine

(-)-Pterocarpin

Pterocarpin [MI]

3-Methoxy maackiain

(-)-cis-Pterocarpin

Pterocarpin, (-)-

524-97-0

UNII-NZ7T2XO0S1

NZ7T2XO0S1

(6aR,12aR)-6a,12a-Dihydro-3-methoxy-6H-(1,3)dioxolo(5,6)benzofuro(3,2-C)(1)benzopyran

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

2D Structure

Top

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9825	98.25%
Caco-2	+	0.7578	75.78%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6093	60.93%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9311	93.11%
OATP1B3 inhibitior	+	0.9838	98.38%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	+	0.7534	75.34%
P-glycoprotein inhibitior	-	0.4935	49.35%
P-glycoprotein substrate	-	0.8505	85.05%
CYP3A4 substrate	+	0.5151	51.51%
CYP2C9 substrate	-	0.8202	82.02%
CYP2D6 substrate	+	0.3802	38.02%
CYP3A4 inhibition	+	0.8103	81.03%
CYP2C9 inhibition	+	0.8053	80.53%
CYP2C19 inhibition	+	0.9555	95.55%
CYP2D6 inhibition	+	0.9395	93.95%
CYP1A2 inhibition	+	0.8851	88.51%
CYP2C8 inhibition	-	0.6275	62.75%
CYP inhibitory promiscuity	+	0.9298	92.98%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Warning	0.4712	47.12%
Eye corrosion	-	0.9637	96.37%
Eye irritation	-	0.6220	62.20%
Skin irritation	-	0.7183	71.83%
Skin corrosion	-	0.9595	95.95%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4425	44.25%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.6319	63.19%
Respiratory toxicity	-	0.6778	67.78%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.6226	62.26%
Acute Oral Toxicity (c)	III	0.8047	80.47%
Estrogen receptor binding	+	0.7708	77.08%
Androgen receptor binding	+	0.5804	58.04%
Thyroid receptor binding	+	0.7701	77.01%
Glucocorticoid receptor binding	+	0.6564	65.64%
Aromatase binding	-	0.6562	65.62%
PPAR gamma	+	0.7045	70.45%
Honey bee toxicity	-	0.8639	86.39%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.7842	78.42%

Targets

Top

Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL4040	P28482	MAP kinase ERK2	19952.6 nM	Potency	via CMAUP
CHEMBL1293224	P10636	Microtubule-associated protein tau	17782.8 nM 15848.9 nM	Potency Potency	via CMAUP via CMAUP
CHEMBL1075138	Q9NUW8	Tyrosyl-DNA phosphodiesterase 1	39810.7 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2039	P27338	Monoamine oxidase B	98.60%	92.51%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.80%	91.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	95.34%	94.80%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.57%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.87%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.90%	96.09%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.40%	92.62%
CHEMBL3231	Q13464	Rho-associated protein kinase 1	90.99%	95.55%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.89%	95.56%
CHEMBL240	Q12809	HERG	90.35%	89.76%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.20%	86.33%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	87.06%	80.96%
CHEMBL3192	Q9BY41	Histone deacetylase 8	86.60%	93.99%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.22%	94.45%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	85.11%	100.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.97%	97.14%
CHEMBL2581	P07339	Cathepsin D	83.42%	98.95%
CHEMBL1907	P15144	Aminopeptidase N	83.31%	93.31%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.23%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	82.49%	95.93%
CHEMBL4208	P20618	Proteasome component C5	80.63%	90.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.31%	94.00%

Plants that contains it

Top

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.

Abrus melanospermus subsp. melanospermus

Centaurea cuneifolia subsp. cuneifolia

Chondrodendron tomentosum