Madolin F

Details

• Internal ID: b58c0f41-b487-43aa-aaf8-8f77d3ac508a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: (1aR,3aS,7aS,7bR)-1,1,3a-trimethyl-2,3,5,6,7a,7b-hexahydro-1aH-cyclopropa[a]naphthalene-4,7-dione
• SMILES (Canonical): CC1(C2C1C3C(=O)CCC(=O)C3(CC2)C)C
• SMILES (Isomeric): C[C@]12CC[C@@H]3[C@H]([C@@H]1C(=O)CCC2=O)C3(C)C
• InChI: InChI=1S/C14H20O2/c1-13(2)8-6-7-14(3)10(16)5-4-9(15)12(14)11(8)13/h8,11-12H,4-7H2,1-3H3/t8-,11-,12+,14-/m1/s1
• InChI Key: FKOKHQSDRFQWNI-PKINLEFWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₀O₂
• Molecular Weight: 220.31 g/mol
• Exact Mass: 220.146329876 g/mol
• Topological Polar Surface Area (TPSA): 34.10 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.61
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• (+)-Madolin F
• 89NNG49F98
• 1H-Cyclopropa(a)naphthalene-4,7-dione, octahydro-1,1,3a-trimethyl-, (1aR,3aS,7aS,7bR)-
• 217481-21-5
• UNII-89NNG49F98
• Q27270052

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9959	99.59%
Caco-2	+	0.8689	86.89%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7260	72.60%
OATP2B1 inhibitior	-	0.8459	84.59%
OATP1B1 inhibitior	+	0.9246	92.46%
OATP1B3 inhibitior	+	0.9806	98.06%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.9194	91.94%
P-glycoprotein inhibitior	-	0.8707	87.07%
P-glycoprotein substrate	-	0.9585	95.85%
CYP3A4 substrate	+	0.5575	55.75%
CYP2C9 substrate	-	0.7483	74.83%
CYP2D6 substrate	-	0.7683	76.83%
CYP3A4 inhibition	-	0.8601	86.01%
CYP2C9 inhibition	-	0.7510	75.10%
CYP2C19 inhibition	-	0.7817	78.17%
CYP2D6 inhibition	-	0.9527	95.27%
CYP1A2 inhibition	-	0.7910	79.10%
CYP2C8 inhibition	-	0.8633	86.33%
CYP inhibitory promiscuity	-	0.9555	95.55%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6444	64.44%
Eye corrosion	-	0.9622	96.22%
Eye irritation	-	0.7349	73.49%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9080	90.80%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5319	53.19%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.6828	68.28%
skin sensitisation	+	0.6478	64.78%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.6422	64.22%
Acute Oral Toxicity (c)	III	0.6277	62.77%
Estrogen receptor binding	-	0.5144	51.44%
Androgen receptor binding	+	0.5337	53.37%
Thyroid receptor binding	-	0.6953	69.53%
Glucocorticoid receptor binding	-	0.5785	57.85%
Aromatase binding	-	0.7982	79.82%
PPAR gamma	-	0.7609	76.09%
Honey bee toxicity	-	0.8141	81.41%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.7400	74.00%
Fish aquatic toxicity	+	0.9752	97.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1937	Q92769	Histone deacetylase 2	91.66%	94.75%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.44%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.14%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.15%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.15%	95.56%
CHEMBL2581	P07339	Cathepsin D	85.67%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.22%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	84.80%	82.69%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.67%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	82.25%	93.03%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.14%	93.04%
CHEMBL259	P32245	Melanocortin receptor 4	80.93%	95.38%

Plants that contains it

• Aristolochia kaempferi

Cross-Links

• PubChem: 15385781
• LOTUS: LTS0211019
• wikiData: Q27270052