2',2',10-Trimethyl-2,5',11-trioxospiro[3-oxatricyclo[7.2.1.01,6]dodecane-5,6'-cyclohex-3-ene]-1'-carbaldehyde

Details

• Internal ID: 1c50fe27-02ba-4215-8a00-843d54895ef5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 2',2',10-trimethyl-2,5',11-trioxospiro[3-oxatricyclo[7.2.1.01,6]dodecane-5,6'-cyclohex-3-ene]-1'-carbaldehyde
• SMILES (Canonical): CC1C2CCC3C(C2)(C1=O)C(=O)OCC34C(C(C=CC4=O)(C)C)C=O
• SMILES (Isomeric): CC1C2CCC3C(C2)(C1=O)C(=O)OCC34C(C(C=CC4=O)(C)C)C=O
• InChI: InChI=1S/C20H24O5/c1-11-12-4-5-13-19(8-12,16(11)23)17(24)25-10-20(13)14(9-21)18(2,3)7-6-15(20)22/h6-7,9,11-14H,4-5,8,10H2,1-3H3
• InChI Key: NTFGUZQAIRRLSN-UHFFFAOYSA-N
• Popularity: 1 reference 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): 77.50 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.13
• H-Bond Acceptor: 5
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• 191545-24-1
• CID 102004430

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9797	97.97%
Caco-2	+	0.6448	64.48%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7014	70.14%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.8962	89.62%
OATP1B3 inhibitior	+	0.9635	96.35%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.8297	82.97%
P-glycoprotein inhibitior	-	0.6042	60.42%
P-glycoprotein substrate	-	0.5818	58.18%
CYP3A4 substrate	+	0.6055	60.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8848	88.48%
CYP3A4 inhibition	-	0.9082	90.82%
CYP2C9 inhibition	-	0.7977	79.77%
CYP2C19 inhibition	-	0.8158	81.58%
CYP2D6 inhibition	-	0.9404	94.04%
CYP1A2 inhibition	-	0.6494	64.94%
CYP2C8 inhibition	-	0.6550	65.50%
CYP inhibitory promiscuity	-	0.9274	92.74%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6993	69.93%
Eye corrosion	-	0.9781	97.81%
Eye irritation	-	0.9591	95.91%
Skin irritation	-	0.6357	63.57%
Skin corrosion	-	0.9135	91.35%
Ames mutagenesis	-	0.5654	56.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6479	64.79%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.7670	76.70%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	+	0.5620	56.20%
Acute Oral Toxicity (c)	III	0.4637	46.37%
Estrogen receptor binding	+	0.7764	77.64%
Androgen receptor binding	+	0.5953	59.53%
Thyroid receptor binding	-	0.5142	51.42%
Glucocorticoid receptor binding	+	0.5635	56.35%
Aromatase binding	-	0.5851	58.51%
PPAR gamma	+	0.5845	58.45%
Honey bee toxicity	-	0.8392	83.92%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6800	68.00%
Fish aquatic toxicity	+	0.9906	99.06%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.11%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.66%	91.11%
CHEMBL2581	P07339	Cathepsin D	88.88%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.30%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.27%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.54%	96.77%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.27%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.08%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.86%	89.00%
CHEMBL240	Q12809	HERG	83.34%	89.76%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	81.92%	94.80%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.89%	95.89%

Plants that contains it

• Isodon eriocalyx

Cross-Links

• PubChem: 14109080
• LOTUS: LTS0062562
• wikiData: Q105185418