(1S,7S,9R,10S,14R)-7-(furan-3-yl)-9-methyl-6,16-dioxatetracyclo[8.7.0.01,14.04,8]heptadeca-4(8),12-diene-5,15-dione

Details

• Internal ID: 22cee3df-fd58-46db-9c4a-c013a68bc96b
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (1S,7S,9R,10S,14R)-7-(furan-3-yl)-9-methyl-6,16-dioxatetracyclo[8.7.0.01,14.04,8]heptadeca-4(8),12-diene-5,15-dione
• SMILES (Canonical): CC1C2CC=CC3C2(CCC4=C1C(OC4=O)C5=COC=C5)COC3=O
• SMILES (Isomeric): C[C@@H]1[C@@H]2CC=C[C@@H]3[C@@]2(CCC4=C1[C@H](OC4=O)C5=COC=C5)COC3=O
• InChI: InChI=1S/C20H20O5/c1-11-14-3-2-4-15-19(22)24-10-20(14,15)7-5-13-16(11)17(25-18(13)21)12-6-8-23-9-12/h2,4,6,8-9,11,14-15,17H,3,5,7,10H2,1H3/t11-,14+,15+,17-,20+/m1/s1
• InChI Key: VXXMAEFQGRAWNP-HPMOFGGCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₅
• Molecular Weight: 340.40 g/mol
• Exact Mass: 340.13107373 g/mol
• Topological Polar Surface Area (TPSA): 65.70 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 3.34
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9967	99.67%
Caco-2	+	0.5272	52.72%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7960	79.60%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8118	81.18%
OATP1B3 inhibitior	+	0.9626	96.26%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.6932	69.32%
P-glycoprotein inhibitior	-	0.5627	56.27%
P-glycoprotein substrate	-	0.6075	60.75%
CYP3A4 substrate	+	0.6400	64.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8870	88.70%
CYP3A4 inhibition	-	0.8157	81.57%
CYP2C9 inhibition	-	0.7064	70.64%
CYP2C19 inhibition	-	0.7629	76.29%
CYP2D6 inhibition	-	0.8924	89.24%
CYP1A2 inhibition	-	0.5278	52.78%
CYP2C8 inhibition	-	0.6032	60.32%
CYP inhibitory promiscuity	-	0.7815	78.15%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5371	53.71%
Eye corrosion	-	0.9548	95.48%
Eye irritation	-	0.9862	98.62%
Skin irritation	-	0.6726	67.26%
Skin corrosion	-	0.9253	92.53%
Ames mutagenesis	-	0.5270	52.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8672	86.72%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.5875	58.75%
skin sensitisation	-	0.8092	80.92%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.5299	52.99%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.5756	57.56%
Acute Oral Toxicity (c)	III	0.4281	42.81%
Estrogen receptor binding	+	0.8745	87.45%
Androgen receptor binding	+	0.6719	67.19%
Thyroid receptor binding	-	0.6000	60.00%
Glucocorticoid receptor binding	+	0.7218	72.18%
Aromatase binding	+	0.6540	65.40%
PPAR gamma	+	0.7464	74.64%
Honey bee toxicity	-	0.7933	79.33%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.7300	73.00%
Fish aquatic toxicity	+	0.9950	99.50%

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	94.78%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.75%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.61%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.98%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.67%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.56%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.41%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.80%	99.23%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.20%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	83.05%	90.17%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	82.98%	93.40%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.62%	97.25%

Plants that contains it

• Salvia blepharophylla

Cross-Links

• PubChem: 162848768
• LOTUS: LTS0209626
• wikiData: Q105298815