(1S,1'R,5R,6S,6'S,7R,9S)-7-hydroxy-6'-methyl-10-methylidene-2,11-dioxospiro[3-oxatricyclo[7.2.1.01,6]dodecane-5,2'-cyclohexane]-1'-carbaldehyde

Details

• Internal ID: 4e2e974d-08e2-485e-bf42-84a97118f206
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: (1S,1'R,5R,6S,6'S,7R,9S)-7-hydroxy-6'-methyl-10-methylidene-2,11-dioxospiro[3-oxatricyclo[7.2.1.01,6]dodecane-5,2'-cyclohexane]-1'-carbaldehyde
• InChI: InChI=1S/C19H24O5/c1-10-4-3-5-18(13(10)8-20)9-24-17(23)19-7-12(11(2)16(19)22)6-14(21)15(18)19/h8,10,12-15,21H,2-7,9H2,1H3/t10-,12+,13+,14+,15-,18-,19-/m0/s1
• InChI Key: JULJGGDHXHCDQR-ZOVYKFEQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₅
• Molecular Weight: 332.40 g/mol
• Exact Mass: 332.16237386 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 1.68
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9736	97.36%
Caco-2	+	0.5295	52.95%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7038	70.38%
OATP2B1 inhibitior	-	0.8651	86.51%
OATP1B1 inhibitior	+	0.8638	86.38%
OATP1B3 inhibitior	+	0.9682	96.82%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6021	60.21%
BSEP inhibitior	-	0.6640	66.40%
P-glycoprotein inhibitior	-	0.8210	82.10%
P-glycoprotein substrate	-	0.6608	66.08%
CYP3A4 substrate	+	0.6439	64.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8680	86.80%
CYP3A4 inhibition	-	0.8227	82.27%
CYP2C9 inhibition	-	0.8942	89.42%
CYP2C19 inhibition	-	0.8800	88.00%
CYP2D6 inhibition	-	0.9449	94.49%
CYP1A2 inhibition	-	0.6565	65.65%
CYP2C8 inhibition	-	0.6518	65.18%
CYP inhibitory promiscuity	-	0.9704	97.04%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6149	61.49%
Eye corrosion	-	0.9885	98.85%
Eye irritation	-	0.9563	95.63%
Skin irritation	+	0.5658	56.58%
Skin corrosion	-	0.9144	91.44%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6269	62.69%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.6177	61.77%
skin sensitisation	-	0.8436	84.36%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.6480	64.80%
Acute Oral Toxicity (c)	III	0.3936	39.36%
Estrogen receptor binding	+	0.8460	84.60%
Androgen receptor binding	+	0.6591	65.91%
Thyroid receptor binding	+	0.5726	57.26%
Glucocorticoid receptor binding	+	0.8299	82.99%
Aromatase binding	+	0.7043	70.43%
PPAR gamma	+	0.5958	59.58%
Honey bee toxicity	-	0.8138	81.38%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9889	98.89%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	94.01%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.23%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	91.48%	95.93%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.82%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.76%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.02%	100.00%
CHEMBL1902	P62942	FK506-binding protein 1A	89.91%	97.05%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.88%	85.14%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	89.08%	93.04%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.99%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.99%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	85.47%	82.69%
CHEMBL259	P32245	Melanocortin receptor 4	85.21%	95.38%
CHEMBL3012	Q13946	Phosphodiesterase 7A	85.09%	99.29%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.62%	89.00%
CHEMBL1871	P10275	Androgen Receptor	84.37%	96.43%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	84.04%	95.50%
CHEMBL2581	P07339	Cathepsin D	83.90%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.27%	99.23%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	82.67%	96.38%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	82.66%	83.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.38%	97.14%
CHEMBL5255	O00206	Toll-like receptor 4	82.35%	92.50%
CHEMBL4660	P28907	Lymphocyte differentiation antigen CD38	81.97%	95.27%

Plants that contains it

• Isodon trichocarpus

Cross-Links

• PubChem: 153274314
• LOTUS: LTS0154848
• wikiData: Q105135317