Kurospongin

Details

• Internal ID: d47a75bd-5dff-4c22-89d9-359db853f7b0
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (2S)-2-[(E)-5-(furan-3-yl)-2-methylpent-2-enyl]-4-[(E)-3-(furan-3-yl)prop-2-enyl]-2H-furan-5-one
• SMILES (Canonical): CC(=CCCC1=COC=C1)CC2C=C(C(=O)O2)CC=CC3=COC=C3
• SMILES (Isomeric): C/C(=C\CCC1=COC=C1)/C[C@H]2C=C(C(=O)O2)C/C=C/C3=COC=C3
• InChI: InChI=1S/C21H22O4/c1-16(4-2-5-17-8-10-23-14-17)12-20-13-19(21(22)25-20)7-3-6-18-9-11-24-15-18/h3-4,6,8-11,13-15,20H,2,5,7,12H2,1H3/b6-3+,16-4+/t20-/m0/s1
• InChI Key: RSURXMFKHSIZSB-NVMYMJKRSA-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): 52.60 Ų
• XlogP: 4.80
• Atomic LogP (AlogP): 5.10
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 8

Synonyms

• 115722-54-8
• 2(5H)-Furanone, 5-(5-(3-furanyl)-2-methyl-2-pentenyl)-3-(3-(3-furanyl)-2-propenyl)-, (S-(E,E))-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9913	99.13%
Caco-2	-	0.5738	57.38%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7310	73.10%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7123	71.23%
OATP1B3 inhibitior	+	0.9310	93.10%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.8759	87.59%
P-glycoprotein inhibitior	+	0.6875	68.75%
P-glycoprotein substrate	-	0.6585	65.85%
CYP3A4 substrate	+	0.6122	61.22%
CYP2C9 substrate	-	0.6021	60.21%
CYP2D6 substrate	-	0.8677	86.77%
CYP3A4 inhibition	-	0.7979	79.79%
CYP2C9 inhibition	-	0.8560	85.60%
CYP2C19 inhibition	-	0.6490	64.90%
CYP2D6 inhibition	-	0.8938	89.38%
CYP1A2 inhibition	+	0.5662	56.62%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.7022	70.22%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8428	84.28%
Carcinogenicity (trinary)	Non-required	0.5666	56.66%
Eye corrosion	-	0.9718	97.18%
Eye irritation	-	0.9312	93.12%
Skin irritation	-	0.5444	54.44%
Skin corrosion	-	0.9495	94.95%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8560	85.60%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.5802	58.02%
skin sensitisation	-	0.7703	77.03%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.6500	65.00%
Nephrotoxicity	+	0.4689	46.89%
Acute Oral Toxicity (c)	III	0.6054	60.54%
Estrogen receptor binding	+	0.7702	77.02%
Androgen receptor binding	+	0.5240	52.40%
Thyroid receptor binding	-	0.6245	62.45%
Glucocorticoid receptor binding	+	0.6713	67.13%
Aromatase binding	+	0.6017	60.17%
PPAR gamma	+	0.5850	58.50%
Honey bee toxicity	-	0.8038	80.38%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9957	99.57%

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	95.73%	91.11%
CHEMBL2039	P27338	Monoamine oxidase B	94.79%	92.51%
CHEMBL3401	O75469	Pregnane X receptor	93.29%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.20%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.50%	86.33%
CHEMBL2581	P07339	Cathepsin D	90.23%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.97%	99.17%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.61%	93.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.73%	94.45%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.50%	89.34%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.88%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.45%	96.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 6443340
• LOTUS: LTS0010380
• wikiData: Q105244885