Madolin I

Details

• Internal ID: eef1f4ee-2810-4840-aa01-271f780886e1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (8S,9S)-5-methylidene-8-prop-1-en-2-yl-10-oxabicyclo[7.2.1]dodec-1(12)-ene-4,11-dione
• InChI: InChI=1S/C15H18O3/c1-9(2)12-6-4-10(3)13(16)7-5-11-8-14(12)18-15(11)17/h8,12,14H,1,3-7H2,2H3/t12-,14-/m0/s1
• InChI Key: XUDVAHPYULHLEB-JSGCOSHPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 43.40 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 2.73
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• (+)-Madolin I
• UNII-63159BRS1J
• 63159BRS1J
• 265319-48-0
• 10-Oxabicyclo(7.2.1)dodec-1(12)-ene-4,11-dione, 5-methylene-8-(1-methylethenyl)-, (8S,9S)-
• 10-Oxabicyclo(7.2.1)dodec-12-ene-4,11-dione, 5-methylene-8-(1-methylethenyl)-, (8S,9S)-
• Q27263540

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9962	99.62%
Caco-2	+	0.6532	65.32%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6658	66.58%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.9120	91.20%
OATP1B3 inhibitior	+	0.9340	93.40%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.8613	86.13%
P-glycoprotein inhibitior	-	0.9267	92.67%
P-glycoprotein substrate	-	0.9052	90.52%
CYP3A4 substrate	-	0.5196	51.96%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8995	89.95%
CYP3A4 inhibition	-	0.8866	88.66%
CYP2C9 inhibition	-	0.9224	92.24%
CYP2C19 inhibition	-	0.7585	75.85%
CYP2D6 inhibition	-	0.9380	93.80%
CYP1A2 inhibition	+	0.6987	69.87%
CYP2C8 inhibition	-	0.8772	87.72%
CYP inhibitory promiscuity	-	0.9248	92.48%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6078	60.78%
Eye corrosion	-	0.8380	83.80%
Eye irritation	+	0.6951	69.51%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.8926	89.26%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5678	56.78%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	+	0.7283	72.83%
skin sensitisation	-	0.6044	60.44%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.5087	50.87%
Acute Oral Toxicity (c)	III	0.6816	68.16%
Estrogen receptor binding	-	0.6533	65.33%
Androgen receptor binding	-	0.6973	69.73%
Thyroid receptor binding	-	0.6516	65.16%
Glucocorticoid receptor binding	+	0.5984	59.84%
Aromatase binding	-	0.7496	74.96%
PPAR gamma	-	0.6210	62.10%
Honey bee toxicity	-	0.8841	88.41%
Biodegradation	+	0.6000	60.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9856	98.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	91.33%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	91.29%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.98%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.11%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.89%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.06%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.63%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.56%	99.23%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.16%	97.33%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.01%	93.04%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.81%	89.00%

Plants that contains it

• Aristolochia kaempferi

Cross-Links

• PubChem: 10848011
• LOTUS: LTS0221611
• wikiData: Q27263540