(E)-6-(4'-hydroxy-2'-butenoyl)-strobilactone A

Details

• Internal ID: ca751f37-46cb-4dc7-9f7e-42f66f1c4aba
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: [(5R,5aS,9aS,9bS)-9b-hydroxy-6,6,9a-trimethyl-1-oxo-3,5,5a,7,8,9-hexahydrobenzo[e][2]benzofuran-5-yl] (E)-4-hydroxybut-2-enoate
• SMILES (Canonical): CC1(CCCC2(C1C(C=C3C2(C(=O)OC3)O)OC(=O)C=CCO)C)C
• SMILES (Isomeric): C[C@]12CCCC([C@@H]1[C@@H](C=C3[C@@]2(C(=O)OC3)O)OC(=O)/C=C/CO)(C)C
• InChI: InChI=1S/C19H26O6/c1-17(2)7-5-8-18(3)15(17)13(25-14(21)6-4-9-20)10-12-11-24-16(22)19(12,18)23/h4,6,10,13,15,20,23H,5,7-9,11H2,1-3H3/b6-4+/t13-,15+,18+,19+/m1/s1
• InChI Key: TYGNEFQVDBQZSZ-DBPGAUQVSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₆O₆
• Molecular Weight: 350.40 g/mol
• Exact Mass: 350.17293854 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.51
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• (E)-6-(4'-hydroxy-2'-butenoyl)-strobilactone A

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9725	97.25%
Caco-2	+	0.6038	60.38%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.8418	84.18%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8581	85.81%
OATP1B3 inhibitior	-	0.2326	23.26%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.7355	73.55%
P-glycoprotein inhibitior	-	0.8210	82.10%
P-glycoprotein substrate	-	0.7507	75.07%
CYP3A4 substrate	+	0.6451	64.51%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9100	91.00%
CYP3A4 inhibition	-	0.7357	73.57%
CYP2C9 inhibition	-	0.5825	58.25%
CYP2C19 inhibition	-	0.8274	82.74%
CYP2D6 inhibition	-	0.9109	91.09%
CYP1A2 inhibition	-	0.6718	67.18%
CYP2C8 inhibition	-	0.6286	62.86%
CYP inhibitory promiscuity	-	0.6960	69.60%
UGT catelyzed	-	0.5638	56.38%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4896	48.96%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9746	97.46%
Skin irritation	-	0.5653	56.53%
Skin corrosion	-	0.9384	93.84%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7899	78.99%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.5567	55.67%
skin sensitisation	-	0.8696	86.96%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	-	0.6781	67.81%
Acute Oral Toxicity (c)	III	0.6576	65.76%
Estrogen receptor binding	+	0.6228	62.28%
Androgen receptor binding	+	0.6450	64.50%
Thyroid receptor binding	+	0.5774	57.74%
Glucocorticoid receptor binding	+	0.7490	74.90%
Aromatase binding	+	0.7472	74.72%
PPAR gamma	-	0.5562	55.62%
Honey bee toxicity	-	0.8939	89.39%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9894	98.94%

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	94.25%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.46%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.28%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.39%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.71%	94.45%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	86.09%	89.34%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.87%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.76%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.48%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.25%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.63%	100.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	80.87%	91.07%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 54764236
• LOTUS: LTS0203725
• wikiData: Q75065328