(1S,3'aS,5R,6S,7'aR,9R)-7'a-methyl-10-methylidenespiro[3-oxatricyclo[7.2.1.01,6]dodecane-5,4'-3a,5,6,7-tetrahydro-3H-2-benzofuran]-1',2,11-trione

Details

• Internal ID: e09a2fc1-e0ae-4b3e-a941-fe7bb8d5e2c0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (1S,3'aS,5R,6S,7'aR,9R)-7'a-methyl-10-methylidenespiro[3-oxatricyclo[7.2.1.01,6]dodecane-5,4'-3a,5,6,7-tetrahydro-3H-2-benzofuran]-1',2,11-trione
• SMILES (Canonical): CC12CCCC3(C1COC2=O)COC(=O)C45C3CCC(C4)C(=C)C5=O
• SMILES (Isomeric): C[C@@]12CCC[C@@]3([C@@H]1COC2=O)COC(=O)[C@]45[C@H]3CC[C@H](C4)C(=C)C5=O
• InChI: InChI=1S/C20H24O5/c1-11-12-4-5-13-19(10-25-17(23)20(13,8-12)15(11)21)7-3-6-18(2)14(19)9-24-16(18)22/h12-14H,1,3-10H2,2H3/t12-,13+,14-,18-,19-,20+/m1/s1
• InChI Key: BPNWWFAFERHJNL-BGDAJJDDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₅
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.16237386 g/mol
• Topological Polar Surface Area (TPSA): 69.70 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.43
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9811	98.11%
Caco-2	+	0.6840	68.40%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7099	70.99%
OATP2B1 inhibitior	-	0.8611	86.11%
OATP1B1 inhibitior	+	0.8828	88.28%
OATP1B3 inhibitior	+	0.9511	95.11%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.7349	73.49%
P-glycoprotein inhibitior	-	0.7025	70.25%
P-glycoprotein substrate	-	0.7583	75.83%
CYP3A4 substrate	+	0.6139	61.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8474	84.74%
CYP3A4 inhibition	-	0.7966	79.66%
CYP2C9 inhibition	-	0.8547	85.47%
CYP2C19 inhibition	-	0.7711	77.11%
CYP2D6 inhibition	-	0.9015	90.15%
CYP1A2 inhibition	-	0.5086	50.86%
CYP2C8 inhibition	-	0.6538	65.38%
CYP inhibitory promiscuity	-	0.8791	87.91%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5460	54.60%
Eye corrosion	-	0.9767	97.67%
Eye irritation	-	0.8669	86.69%
Skin irritation	-	0.5940	59.40%
Skin corrosion	-	0.8931	89.31%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4653	46.53%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.5302	53.02%
skin sensitisation	-	0.7781	77.81%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	+	0.8070	80.70%
Acute Oral Toxicity (c)	III	0.4330	43.30%
Estrogen receptor binding	+	0.9136	91.36%
Androgen receptor binding	+	0.6174	61.74%
Thyroid receptor binding	+	0.5901	59.01%
Glucocorticoid receptor binding	+	0.8274	82.74%
Aromatase binding	+	0.5710	57.10%
PPAR gamma	+	0.7103	71.03%
Honey bee toxicity	-	0.7826	78.26%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6800	68.00%
Fish aquatic toxicity	+	0.9969	99.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.71%	94.45%
CHEMBL2581	P07339	Cathepsin D	91.89%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.65%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.63%	97.25%
CHEMBL259	P32245	Melanocortin receptor 4	89.29%	95.38%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	88.73%	96.38%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.34%	96.77%
CHEMBL220	P22303	Acetylcholinesterase	87.85%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.83%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.65%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.96%	91.11%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.84%	97.14%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.97%	82.69%
CHEMBL204	P00734	Thrombin	85.87%	96.01%
CHEMBL1937	Q92769	Histone deacetylase 2	85.40%	94.75%
CHEMBL5255	O00206	Toll-like receptor 4	84.00%	92.50%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	83.39%	95.50%
CHEMBL1902	P62942	FK506-binding protein 1A	83.24%	97.05%
CHEMBL3012	Q13946	Phosphodiesterase 7A	82.96%	99.29%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.77%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.75%	96.09%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	80.57%	95.53%

Plants that contains it

• Isodon longitubus

Cross-Links

• PubChem: 11152115
• LOTUS: LTS0189776
• wikiData: Q104943237