(2S)-6-geranylpinostrobin

Details

• Internal ID: d863a92d-5bd0-4049-9680-a24f83cdf6fa
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > 6-prenylated flavans > 6-prenylated flavanones
• IUPAC Name: (2S)-6-[(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=C2C(=C1O)C(=O)CC(O2)C3=CC=CC=C3)OC)C)C
• SMILES (Isomeric): CC(=CCC/C(=C/CC1=C(C=C2C(=C1O)C(=O)C[C@H](O2)C3=CC=CC=C3)OC)/C)C
• InChI: InChI=1S/C26H30O4/c1-17(2)9-8-10-18(3)13-14-20-23(29-4)16-24-25(26(20)28)21(27)15-22(30-24)19-11-6-5-7-12-19/h5-7,9,11-13,16,22,28H,8,10,14-15H2,1-4H3/b18-13+/t22-/m0/s1
• InChI Key: UDCNIVAKSBVBTO-CAVPUYEOSA-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

• CHEMBL399909

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9915	99.15%
Caco-2	-	0.5885	58.85%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.8126	81.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8745	87.45%
OATP1B3 inhibitior	+	0.8861	88.61%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9601	96.01%
P-glycoprotein inhibitior	+	0.8963	89.63%
P-glycoprotein substrate	-	0.7649	76.49%
CYP3A4 substrate	+	0.6026	60.26%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.7912	79.12%
CYP3A4 inhibition	-	0.6184	61.84%
CYP2C9 inhibition	-	0.5497	54.97%
CYP2C19 inhibition	+	0.7030	70.30%
CYP2D6 inhibition	-	0.8384	83.84%
CYP1A2 inhibition	+	0.7970	79.70%
CYP2C8 inhibition	+	0.6576	65.76%
CYP inhibitory promiscuity	+	0.6616	66.16%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7646	76.46%
Eye corrosion	-	0.9914	99.14%
Eye irritation	-	0.8941	89.41%
Skin irritation	-	0.7981	79.81%
Skin corrosion	-	0.9511	95.11%
Ames mutagenesis	-	0.5300	53.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7964	79.64%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.8409	84.09%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.7147	71.47%
Acute Oral Toxicity (c)	III	0.3630	36.30%
Estrogen receptor binding	+	0.8652	86.52%
Androgen receptor binding	+	0.6100	61.00%
Thyroid receptor binding	+	0.5440	54.40%
Glucocorticoid receptor binding	+	0.7722	77.22%
Aromatase binding	-	0.5101	51.01%
PPAR gamma	+	0.8361	83.61%
Honey bee toxicity	-	0.7840	78.40%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9973	99.73%

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	99.49%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.47%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.50%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.46%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.43%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.89%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.51%	99.23%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.00%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.82%	94.45%
CHEMBL3401	O75469	Pregnane X receptor	87.15%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.05%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.24%	95.89%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.24%	96.00%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	81.70%	92.08%

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: 44444914
• NPASS: NPC273417
• LOTUS: LTS0009910
• wikiData: Q105270295