(2R)-8-geranylpinostrobin

Details

• Internal ID: a589251e-2166-4713-813a-1c08d9e4c719
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > 8-prenylated flavans > 8-prenylated flavanones
• IUPAC Name: (2R)-8-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-hydroxy-7-methoxy-2-phenyl-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC(=CCCC(=CCC1=C(C=C(C2=C1OC(CC2=O)C3=CC=CC=C3)O)OC)C)C
• SMILES (Isomeric): CC(=CCC/C(=C/CC1=C(C=C(C2=C1O[C@H](CC2=O)C3=CC=CC=C3)O)OC)/C)C
• InChI: InChI=1S/C26H30O4/c1-17(2)9-8-10-18(3)13-14-20-24(29-4)16-22(28)25-21(27)15-23(30-26(20)25)19-11-6-5-7-12-19/h5-7,9,11-13,16,23,28H,8,10,14-15H2,1-4H3/b18-13+/t23-/m1/s1
• InChI Key: JNZJOLYHTZUUIO-PZSRYKBRSA-N
• Popularity: 1 reference 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): 55.80 Ų
• XlogP: 6.90
• Atomic LogP (AlogP): 6.34
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 7

Synonyms

• CHEMBL252728

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9885	98.85%
Caco-2	+	0.6237	62.37%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7790	77.90%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8669	86.69%
OATP1B3 inhibitior	+	0.9226	92.26%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.9517	95.17%
P-glycoprotein inhibitior	+	0.9133	91.33%
P-glycoprotein substrate	-	0.8057	80.57%
CYP3A4 substrate	+	0.5981	59.81%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.7912	79.12%
CYP3A4 inhibition	-	0.5688	56.88%
CYP2C9 inhibition	-	0.6191	61.91%
CYP2C19 inhibition	+	0.6741	67.41%
CYP2D6 inhibition	-	0.8498	84.98%
CYP1A2 inhibition	+	0.7385	73.85%
CYP2C8 inhibition	+	0.5995	59.95%
CYP inhibitory promiscuity	+	0.7134	71.34%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7724	77.24%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.8668	86.68%
Skin irritation	-	0.7901	79.01%
Skin corrosion	-	0.9542	95.42%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8211	82.11%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.8414	84.14%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.6051	60.51%
Acute Oral Toxicity (c)	III	0.3879	38.79%
Estrogen receptor binding	+	0.8388	83.88%
Androgen receptor binding	+	0.6131	61.31%
Thyroid receptor binding	+	0.5584	55.84%
Glucocorticoid receptor binding	+	0.6564	65.64%
Aromatase binding	-	0.5555	55.55%
PPAR gamma	+	0.7890	78.90%
Honey bee toxicity	-	0.7704	77.04%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9969	99.69%

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	99.41%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.79%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.52%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.76%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.82%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.81%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.92%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	89.92%	94.73%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.62%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.22%	94.45%
CHEMBL2535	P11166	Glucose transporter	85.63%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.45%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.25%	97.09%
CHEMBL4208	P20618	Proteasome component C5	80.85%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.19%	95.89%

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
• 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

Cross-Links

• PubChem: 23656470
• NPASS: NPC210375
• LOTUS: LTS0224598
• wikiData: Q105132188