Brevifolin[Geranium]

Details

• Internal ID: e28ba500-5257-4648-b47c-7655db9da769
• Taxonomy: Phenylpropanoids and polyketides > Isocoumarins and derivatives
• IUPAC Name: 7,8,9-trihydroxy-1,2-dihydrocyclopenta[c]isochromene-3,5-dione
• SMILES (Canonical): C1CC(=O)C2=C1C3=C(C(=C(C=C3C(=O)O2)O)O)O
• SMILES (Isomeric): C1CC(=O)C2=C1C3=C(C(=C(C=C3C(=O)O2)O)O)O
• InChI: InChI=1S/C12H8O6/c13-6-2-1-4-8-5(12(17)18-11(4)6)3-7(14)9(15)10(8)16/h3,14-16H,1-2H2
• InChI Key: FXVRSKPFWVYCPN-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₈O₆
• Molecular Weight: 248.19 g/mol
• Exact Mass: 248.03208797 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 1.04
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

• 477-94-1
• CHEMBL4127023
• SCHEMBL10339420

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5267	52.67%
Caco-2	-	0.8179	81.79%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6651	66.51%
OATP2B1 inhibitior	-	0.7018	70.18%
OATP1B1 inhibitior	+	0.9173	91.73%
OATP1B3 inhibitior	+	0.9746	97.46%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9416	94.16%
P-glycoprotein inhibitior	-	0.9625	96.25%
P-glycoprotein substrate	-	0.9382	93.82%
CYP3A4 substrate	-	0.5769	57.69%
CYP2C9 substrate	-	0.5706	57.06%
CYP2D6 substrate	-	0.8442	84.42%
CYP3A4 inhibition	-	0.7993	79.93%
CYP2C9 inhibition	-	0.5751	57.51%
CYP2C19 inhibition	-	0.7421	74.21%
CYP2D6 inhibition	-	0.8995	89.95%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.7742	77.42%
CYP inhibitory promiscuity	-	0.9405	94.05%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6296	62.96%
Eye corrosion	-	0.9915	99.15%
Eye irritation	+	0.9662	96.62%
Skin irritation	-	0.6194	61.94%
Skin corrosion	-	0.9073	90.73%
Ames mutagenesis	-	0.5664	56.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.8706	87.06%
Micronuclear	+	0.6059	60.59%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.7800	78.00%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.9010	90.10%
Acute Oral Toxicity (c)	I	0.3384	33.84%
Estrogen receptor binding	-	0.6679	66.79%
Androgen receptor binding	+	0.6573	65.73%
Thyroid receptor binding	-	0.8193	81.93%
Glucocorticoid receptor binding	+	0.7099	70.99%
Aromatase binding	-	0.8421	84.21%
PPAR gamma	+	0.6306	63.06%
Honey bee toxicity	-	0.9070	90.70%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.8670	86.70%

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	99.71%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.58%	94.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.25%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.30%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.47%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	87.84%	91.49%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	86.97%	93.40%
CHEMBL3038469	P24941	CDK2/Cyclin A	85.74%	91.38%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.09%	90.71%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.05%	99.15%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.47%	95.89%
CHEMBL2535	P11166	Glucose transporter	80.42%	98.75%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.12%	89.34%

Plants that contains it

• Aglaia elaeagnoidea
• Aristolochia littoralis
• Astragalus gummifer
• Brassica oleracea
• Canarium album
• Canarium album
• Cardiospermum halicacabum
• Centaurea nigrescens
• Centipeda minima
• Cirsium japonicum
• Combretum indicum
• Coreopsis fasciculata
• Crepis foetida
• Crinum viviparum
• Cuphea carthagenensis
• Dioscoreophyllum cumminsii
• Dorstenia lindeniana
• Erigeron canadensis
• Euphorbia humifusa
• Euphorbia segetalis
• Garcinia celebica
• Morus cathayana
• Ozoroa insignis
• Parastrephia lepidophylla
• Penstemon secundiflorus
• Phedimus kamtschaticus
• Phlogacanthus thyrsiformis
• Phytolacca acinosa
• Piper arboreum
• Pouzolzia occidentalis
• Punica granatum
• Ruta microcarpa
• Selinum carvifolium
• Sidastrum multiflorum
• Syncolostemon parviflorus
• Thuja plicata
• Triglochin maritima
• Urtica triangularis
• Zanthoxylum schreberi

Cross-Links

• PubChem: 10131135
• NPASS: NPC72924
• LOTUS: LTS0176976
• wikiData: Q105004330