8-Prenylpinostrobin

Details

• Internal ID: f77b7f73-2fc6-4eb8-a855-4c640fe12be8
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Flavans > 8-prenylated flavans > 8-prenylated flavanones
• IUPAC Name: (2S)-5-hydroxy-7-methoxy-8-(3-methylbut-2-enyl)-2-phenyl-2,3-dihydrochromen-4-one
• SMILES (Canonical): CC(=CCC1=C(C=C(C2=C1OC(CC2=O)C3=CC=CC=C3)O)OC)C
• SMILES (Isomeric): CC(=CCC1=C(C=C(C2=C1O[C@@H](CC2=O)C3=CC=CC=C3)O)OC)C
• InChI: InChI=1S/C21H22O4/c1-13(2)9-10-15-19(24-3)12-17(23)20-16(22)11-18(25-21(15)20)14-7-5-4-6-8-14/h4-9,12,18,23H,10-11H2,1-3H3/t18-/m0/s1
• InChI Key: NISHDQWTPMJBJI-SFHVURJKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₂O₄
• Molecular Weight: 338.40 g/mol
• Exact Mass: 338.15180918 g/mol
• Topological Polar Surface Area (TPSA): 55.80 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 4.62
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9906	99.06%
Caco-2	+	0.8942	89.42%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8003	80.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8854	88.54%
OATP1B3 inhibitior	+	0.9415	94.15%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.8230	82.30%
P-glycoprotein inhibitior	+	0.7332	73.32%
P-glycoprotein substrate	-	0.8499	84.99%
CYP3A4 substrate	+	0.5496	54.96%
CYP2C9 substrate	-	0.7977	79.77%
CYP2D6 substrate	-	0.7912	79.12%
CYP3A4 inhibition	-	0.6967	69.67%
CYP2C9 inhibition	+	0.8009	80.09%
CYP2C19 inhibition	+	0.9229	92.29%
CYP2D6 inhibition	-	0.6773	67.73%
CYP1A2 inhibition	+	0.7446	74.46%
CYP2C8 inhibition	+	0.5110	51.10%
CYP inhibitory promiscuity	+	0.9054	90.54%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9613	96.13%
Carcinogenicity (trinary)	Non-required	0.6813	68.13%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.7871	78.71%
Skin irritation	-	0.7801	78.01%
Skin corrosion	-	0.9655	96.55%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6836	68.36%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8344	83.44%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.4633	46.33%
Acute Oral Toxicity (c)	III	0.5595	55.95%
Estrogen receptor binding	+	0.6625	66.25%
Androgen receptor binding	+	0.5836	58.36%
Thyroid receptor binding	-	0.5094	50.94%
Glucocorticoid receptor binding	+	0.6051	60.51%
Aromatase binding	-	0.5600	56.00%
PPAR gamma	+	0.8786	87.86%
Honey bee toxicity	-	0.7925	79.25%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9838	98.38%

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	99.30%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.50%	95.56%
CHEMBL2581	P07339	Cathepsin D	95.08%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.61%	86.33%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.61%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.44%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	87.43%	94.73%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.29%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.88%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.64%	99.23%
CHEMBL2535	P11166	Glucose transporter	84.00%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.63%	89.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.22%	93.99%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.50%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.37%	95.89%

Plants that contains it

• Acritopappus longifolius
• Adenocarpus hispanicus
• Bicuiba oleifera
• Campylopus clavatus
• Eysenhardtia platycarpa
• Glycyrrhiza glabra
• Parthenocissus tricuspidata
• Rhododendron maximum
• Sarracenia flava
• Tasmannia lanceolata
• Tephrosia leiocarpa
• Tephrosia madrensis
• Tephrosia polyphylla
• Tephrosia quercetorum
• Tephrosia tinctoria
• Tephrosia villosa
• Tephrosia watsoniana
• Viola odorata

Cross-Links

• PubChem: 14721597
• NPASS: NPC206432
• LOTUS: LTS0130440
• wikiData: Q105179981