Madolin C

Details

• Internal ID: 24439b9f-01fb-4d11-8ff7-3f3db58561cb
• Taxonomy: Organoheterocyclic compounds > Epoxides
• IUPAC Name: (1R,4R,6R,9Z,11S)-4,12,12-trimethyl-5-oxatricyclo[9.1.0.04,6]dodec-9-ene
• SMILES (Canonical): CC1(C2C1C=CCCC3C(O3)(CC2)C)C
• SMILES (Isomeric): C[C@@]12CC[C@@H]3[C@@H](C3(C)C)/C=C\CC[C@H]1O2
• InChI: InChI=1S/C14H22O/c1-13(2)10-6-4-5-7-12-14(3,15-12)9-8-11(10)13/h4,6,10-12H,5,7-9H2,1-3H3/b6-4-/t10-,11+,12+,14+/m0/s1
• InChI Key: SGNHFLIRMDBALK-IVUXSWSDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₂O
• Molecular Weight: 206.32 g/mol
• Exact Mass: 206.167065321 g/mol
• Topological Polar Surface Area (TPSA): 12.50 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 3.55
• H-Bond Acceptor: 1
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

• UNII-CGK11X93CZ
• CGK11X93CZ
• 205239-56-1
• Q27275450

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9925	99.25%
Caco-2	+	0.8658	86.58%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Lysosomes	0.4641	46.41%
OATP2B1 inhibitior	-	0.8536	85.36%
OATP1B1 inhibitior	+	0.9446	94.46%
OATP1B3 inhibitior	+	0.9690	96.90%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8634	86.34%
P-glycoprotein inhibitior	-	0.9240	92.40%
P-glycoprotein substrate	-	0.9205	92.05%
CYP3A4 substrate	+	0.5699	56.99%
CYP2C9 substrate	-	0.8052	80.52%
CYP2D6 substrate	-	0.7617	76.17%
CYP3A4 inhibition	-	0.9365	93.65%
CYP2C9 inhibition	+	0.5848	58.48%
CYP2C19 inhibition	+	0.6552	65.52%
CYP2D6 inhibition	-	0.9458	94.58%
CYP1A2 inhibition	+	0.7282	72.82%
CYP2C8 inhibition	-	0.8658	86.58%
CYP inhibitory promiscuity	-	0.9139	91.39%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7000	70.00%
Carcinogenicity (trinary)	Non-required	0.5842	58.42%
Eye corrosion	-	0.7658	76.58%
Eye irritation	-	0.9305	93.05%
Skin irritation	+	0.5637	56.37%
Skin corrosion	-	0.9548	95.48%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4423	44.23%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	+	0.7929	79.29%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	-	0.9000	90.00%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	+	0.4818	48.18%
Acute Oral Toxicity (c)	III	0.7302	73.02%
Estrogen receptor binding	-	0.7940	79.40%
Androgen receptor binding	-	0.6546	65.46%
Thyroid receptor binding	-	0.6193	61.93%
Glucocorticoid receptor binding	-	0.6258	62.58%
Aromatase binding	-	0.8064	80.64%
PPAR gamma	-	0.8110	81.10%
Honey bee toxicity	-	0.8437	84.37%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.8363	83.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL230	P35354	Cyclooxygenase-2	95.23%	89.63%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.86%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.41%	97.25%
CHEMBL238	Q01959	Dopamine transporter	86.70%	95.88%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	86.34%	95.34%
CHEMBL221	P23219	Cyclooxygenase-1	85.33%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.03%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.54%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.41%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.23%	94.45%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.13%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.60%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.54%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.93%	95.89%
CHEMBL4208	P20618	Proteasome component C5	81.08%	90.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.11%	82.69%

Plants that contains it

• Aristolochia cucurbitifolia

Cross-Links

• PubChem: 10726986
• LOTUS: LTS0259908
• wikiData: Q27275450