Madolin U

Details

• Internal ID: 455dc111-9a2d-4472-94e3-965c29b89b89
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (4S,8R,9R)-4-hydroxy-5-methylidene-8-prop-1-en-2-yl-10-oxabicyclo[7.2.1]dodec-1(12)-en-11-one
• SMILES (Canonical): CC(=C)C1CCC(=C)C(CCC2=CC1OC2=O)O
• SMILES (Isomeric): CC(=C)[C@H]1CCC(=C)[C@H](CCC2=C[C@H]1OC2=O)O
• InChI: InChI=1S/C15H20O3/c1-9(2)12-6-4-10(3)13(16)7-5-11-8-14(12)18-15(11)17/h8,12-14,16H,1,3-7H2,2H3/t12-,13+,14-/m1/s1
• InChI Key: AHRAJHROHXBDAF-HZSPNIEDSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.52
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• CHEMBL2333546

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9957	99.57%
Caco-2	+	0.5427	54.27%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7011	70.11%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.9327	93.27%
OATP1B3 inhibitior	+	0.9502	95.02%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.9372	93.72%
P-glycoprotein inhibitior	-	0.9399	93.99%
P-glycoprotein substrate	-	0.8853	88.53%
CYP3A4 substrate	+	0.5175	51.75%
CYP2C9 substrate	-	0.5916	59.16%
CYP2D6 substrate	-	0.8741	87.41%
CYP3A4 inhibition	-	0.8602	86.02%
CYP2C9 inhibition	-	0.9170	91.70%
CYP2C19 inhibition	-	0.7320	73.20%
CYP2D6 inhibition	-	0.9352	93.52%
CYP1A2 inhibition	+	0.5165	51.65%
CYP2C8 inhibition	-	0.9104	91.04%
CYP inhibitory promiscuity	-	0.9423	94.23%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5754	57.54%
Eye corrosion	-	0.9399	93.99%
Eye irritation	-	0.6617	66.17%
Skin irritation	-	0.5304	53.04%
Skin corrosion	-	0.9037	90.37%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5442	54.42%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.6658	66.58%
skin sensitisation	-	0.6827	68.27%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7233	72.33%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.5512	55.12%
Acute Oral Toxicity (c)	III	0.5075	50.75%
Estrogen receptor binding	-	0.5746	57.46%
Androgen receptor binding	-	0.6988	69.88%
Thyroid receptor binding	-	0.5630	56.30%
Glucocorticoid receptor binding	+	0.7254	72.54%
Aromatase binding	-	0.7574	75.74%
PPAR gamma	-	0.7830	78.30%
Honey bee toxicity	-	0.8872	88.72%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9623	96.23%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	97.00%	83.82%
CHEMBL2581	P07339	Cathepsin D	91.04%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.05%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.95%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.06%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.93%	89.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.12%	97.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.59%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.22%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.64%	97.09%

Plants that contains it

• Aristolochia mollissima

Cross-Links

• PubChem: 71717615
• LOTUS: LTS0165715
• wikiData: Q104912412