Piperitol

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	60a8d02f-ab52-4cf1-a210-66451b3a3daa
Taxonomy	Lignans, neolignans and related compounds > Furanoid lignans
IUPAC Name	4-[(3S,3aR,6S,6aR)-3-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2-methoxyphenol
SMILES (Canonical)	COC1=C(C=CC(=C1)C2C3COC(C3CO2)C4=CC5=C(C=C4)OCO5)O
SMILES (Isomeric)	COC1=C(C=CC(=C1)[C@@H]2[C@H]3CO[C@@H]([C@H]3CO2)C4=CC5=C(C=C4)OCO5)O
InChI	InChI=1S/C20H20O6/c1-22-17-6-11(2-4-15(17)21)19-13-8-24-20(14(13)9-23-19)12-3-5-16-18(7-12)26-10-25-16/h2-7,13-14,19-21H,8-10H2,1H3/t13-,14-,19+,20+/m0/s1
InChI Key	VBIRCRCPHNUJAS-AFHBHXEDSA-N
Popularity	3 references in papers

Physical and Chemical Properties

Top

Molecular Formula	C₂₀H₂₀O₆
Molecular Weight	356.40 g/mol
Exact Mass	356.12598835 g/mol
Topological Polar Surface Area (TPSA)	66.40 Å²
XlogP	2.50
Atomic LogP (AlogP)	3.20
H-Bond Acceptor	6
H-Bond Donor	1
Rotatable Bonds	3

Synonyms

Top

Regiomontanin

(+)-piperitol

52151-92-5

CLA6B4LBF3

Sesamin monocatechol 3-methylate

4-[(3S,3aR,6S,6aR)-3-(1,3-benzodioxol-5-yl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2-methoxyphenol

4-((1S,3aR,4S,6aR)-4-(1,3-Benzodioxol-5-yl)tetrahydro-1H,3H-furo(3,4-C)furan-1-yl)-2-methoxyphenol

Phenol, 4-((1S,3aR,4S,6aR)-4-(1,3-benzodioxol-5-yl)tetrahydro-1H,3H-furo(3,4-C)furan-1-yl)-2-methoxy-

4-[(1S,3aR,4S,6aR)-4-(1,3-benzodioxol-5-yl)tetrahydro-1H,3H-furo[3,4-c]furan-1-yl]-2-methoxyphenol

(+)-Piperitol[lignan]

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	+	0.9870	98.70%
Caco-2	+	0.5751	57.51%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7761	77.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9299	92.99%
OATP1B3 inhibitior	+	0.9781	97.81%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.7034	70.34%
P-glycoprotein inhibitior	+	0.6297	62.97%
P-glycoprotein substrate	-	0.9523	95.23%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	0.7953	79.53%
CYP2D6 substrate	+	0.3482	34.82%
CYP3A4 inhibition	+	0.8633	86.33%
CYP2C9 inhibition	+	0.8843	88.43%
CYP2C19 inhibition	+	0.9027	90.27%
CYP2D6 inhibition	+	0.6363	63.63%
CYP1A2 inhibition	+	0.5997	59.97%
CYP2C8 inhibition	-	0.6414	64.14%
CYP inhibitory promiscuity	+	0.8730	87.30%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9008	90.08%
Carcinogenicity (trinary)	Warning	0.3743	37.43%
Eye corrosion	-	0.9880	98.80%
Eye irritation	-	0.7972	79.72%
Skin irritation	-	0.7830	78.30%
Skin corrosion	-	0.9636	96.36%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7611	76.11%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.7412	74.12%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	-	0.7609	76.09%
Acute Oral Toxicity (c)	III	0.6513	65.13%
Estrogen receptor binding	+	0.8249	82.49%
Androgen receptor binding	+	0.7789	77.89%
Thyroid receptor binding	+	0.6765	67.65%
Glucocorticoid receptor binding	+	0.6679	66.79%
Aromatase binding	-	0.5449	54.49%
PPAR gamma	+	0.6631	66.31%
Honey bee toxicity	-	0.8745	87.45%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9790	97.90%

Targets

Top

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	99.29%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.77%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.54%	85.14%
CHEMBL3438	Q05513	Protein kinase C zeta	92.43%	88.48%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.87%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.36%	92.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.97%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.51%	94.45%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	90.02%	89.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.44%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.81%	89.00%
CHEMBL2535	P11166	Glucose transporter	85.28%	98.75%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.18%	94.00%
CHEMBL2581	P07339	Cathepsin D	83.41%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.05%	99.15%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	82.90%	82.67%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.92%	97.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.69%	96.77%
CHEMBL4208	P20618	Proteasome component C5	80.97%	90.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.93%	92.94%

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.

Asarum heterotropoides