Isopanduratin A1

Details

• Internal ID: 2485cb49-1ce0-4e96-b848-a0761a79daaf
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: (2,4-dihydroxy-6-methoxyphenyl)-[(1R,5S,6R)-4-methyl-5-(3-methylbut-2-enyl)-6-phenylcyclohex-3-en-1-yl]methanone
• SMILES (Canonical): CC1=CCC(C(C1CC=C(C)C)C2=CC=CC=C2)C(=O)C3=C(C=C(C=C3OC)O)O
• SMILES (Isomeric): CC1=CC[C@H]([C@@H]([C@@H]1CC=C(C)C)C2=CC=CC=C2)C(=O)C3=C(C=C(C=C3OC)O)O
• InChI: InChI=1S/C26H30O4/c1-16(2)10-12-20-17(3)11-13-21(24(20)18-8-6-5-7-9-18)26(29)25-22(28)14-19(27)15-23(25)30-4/h5-11,14-15,20-21,24,27-28H,12-13H2,1-4H3/t20-,21-,24-/m1/s1
• InChI Key: MFPMXYUSFDUYRN-PQNGQFLHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₀O₄
• Molecular Weight: 406.50 g/mol
• Exact Mass: 406.21440943 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 6.01
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

• (+/-)-isopanduratin A1
• CHEMBL252524
• J3.617.524I

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	+	0.6611	66.11%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8798	87.98%
OATP2B1 inhibitior	-	0.8624	86.24%
OATP1B1 inhibitior	+	0.9231	92.31%
OATP1B3 inhibitior	+	0.8448	84.48%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9320	93.20%
P-glycoprotein inhibitior	+	0.8120	81.20%
P-glycoprotein substrate	-	0.6540	65.40%
CYP3A4 substrate	+	0.5888	58.88%
CYP2C9 substrate	-	0.7904	79.04%
CYP2D6 substrate	-	0.8029	80.29%
CYP3A4 inhibition	-	0.6279	62.79%
CYP2C9 inhibition	+	0.8401	84.01%
CYP2C19 inhibition	+	0.9529	95.29%
CYP2D6 inhibition	-	0.7652	76.52%
CYP1A2 inhibition	+	0.8348	83.48%
CYP2C8 inhibition	+	0.7807	78.07%
CYP inhibitory promiscuity	+	0.9354	93.54%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7627	76.27%
Carcinogenicity (trinary)	Non-required	0.7440	74.40%
Eye corrosion	-	0.9904	99.04%
Eye irritation	-	0.9000	90.00%
Skin irritation	-	0.8239	82.39%
Skin corrosion	-	0.9558	95.58%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7784	77.84%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.7651	76.51%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.6000	60.00%
Nephrotoxicity	+	0.5986	59.86%
Acute Oral Toxicity (c)	III	0.6726	67.26%
Estrogen receptor binding	+	0.7461	74.61%
Androgen receptor binding	+	0.7942	79.42%
Thyroid receptor binding	+	0.6624	66.24%
Glucocorticoid receptor binding	+	0.8211	82.11%
Aromatase binding	+	0.5313	53.13%
PPAR gamma	+	0.7532	75.32%
Honey bee toxicity	-	0.7979	79.79%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

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	97.75%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.25%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.17%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.01%	86.33%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	91.82%	96.95%
CHEMBL2581	P07339	Cathepsin D	91.48%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.92%	99.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.80%	95.50%
CHEMBL3401	O75469	Pregnane X receptor	87.58%	94.73%
CHEMBL2535	P11166	Glucose transporter	85.26%	98.75%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.27%	95.89%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.50%	97.21%

Plants that contains it

• Amorphophallus konjac
• Aniba santalodora
• Astragalus circassicus
• Beilschmiedia madang
• Bethencourtia palmensis
• Boesenbergia rotunda
• Boswellia ovalifoliolata
• Campanula bayerniana
• Caucasalia pontica
• Centaurea scoparia
• Centaurea sphaerocephala subsp. sphaerocephala
• Colchicum filifolium
• Dacrycarpus dacrydioides
• Dialium excelsum
• Drymaria cordata
• Erythrina subumbrans
• Euphorbia hylonoma
• Gaillardia coahuilensis
• Hardenbergia violacea
• Heliotropium marifolium
• Helleborus niger subsp. macranthus
• Lepechinia urbanii
• Lindelofia anchusoides subsp. macrostyla
• Lonchocarpus chiricanus
• Maclura cochinchinensis
• Mentzelia decapetala
• Mimosa pigra
• Mucuna holtonii
• Oncosiphon sabulosus
• Pterocaulon serrulatum
• Pulsatilla chinensis
• Quercus marilandica
• Rubia argyi
• Salix rosmarinifolia
• Salvia lavanduloides
• Salvia patens
• Salvia virgata
• Xylopia emarginata

Cross-Links

• PubChem: 44444913
• NPASS: NPC296631
• LOTUS: LTS0243398
• wikiData: Q105162939