(3S,7R)-Illudin M

Details

• Internal ID: 1c423958-b0e4-4943-a458-1ce0e9da13bf
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Illudanes and illudins
• IUPAC Name: (1R,5S)-1,5-dihydroxy-2,2,5,7-tetramethylspiro[1H-indene-6,1'-cyclopropane]-4-one
• SMILES (Canonical): CC1=C2C(C(C=C2C(=O)C(C13CC3)(C)O)(C)C)O
• SMILES (Isomeric): CC1=C2[C@@H](C(C=C2C(=O)[C@@](C13CC3)(C)O)(C)C)O
• InChI: InChI=1S/C15H20O3/c1-8-10-9(7-13(2,3)12(10)17)11(16)14(4,18)15(8)5-6-15/h7,12,17-18H,5-6H2,1-4H3/t12-,14+/m0/s1
• InChI Key: QVMDIQLUNODCTG-GXTWGEPZSA-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): 57.50 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.74
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• CHEMBL3741383

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9968	99.68%
Caco-2	+	0.6282	62.82%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7985	79.85%
OATP2B1 inhibitior	-	0.8538	85.38%
OATP1B1 inhibitior	+	0.9278	92.78%
OATP1B3 inhibitior	+	0.9559	95.59%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.8198	81.98%
P-glycoprotein inhibitior	-	0.9289	92.89%
P-glycoprotein substrate	-	0.8631	86.31%
CYP3A4 substrate	+	0.5370	53.70%
CYP2C9 substrate	-	0.7874	78.74%
CYP2D6 substrate	-	0.8259	82.59%
CYP3A4 inhibition	-	0.8579	85.79%
CYP2C9 inhibition	-	0.6860	68.60%
CYP2C19 inhibition	-	0.7191	71.91%
CYP2D6 inhibition	-	0.8397	83.97%
CYP1A2 inhibition	-	0.6039	60.39%
CYP2C8 inhibition	-	0.9183	91.83%
CYP inhibitory promiscuity	-	0.5290	52.90%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5472	54.72%
Eye corrosion	-	0.9759	97.59%
Eye irritation	-	0.6345	63.45%
Skin irritation	+	0.5622	56.22%
Skin corrosion	-	0.8829	88.29%
Ames mutagenesis	+	0.8600	86.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7163	71.63%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.6419	64.19%
skin sensitisation	+	0.5355	53.55%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.5961	59.61%
Acute Oral Toxicity (c)	III	0.5953	59.53%
Estrogen receptor binding	-	0.6824	68.24%
Androgen receptor binding	-	0.4885	48.85%
Thyroid receptor binding	+	0.5131	51.31%
Glucocorticoid receptor binding	-	0.5653	56.53%
Aromatase binding	-	0.7831	78.31%
PPAR gamma	-	0.5894	58.94%
Honey bee toxicity	-	0.9225	92.25%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9553	95.53%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL230	P35354	Cyclooxygenase-2	97.16%	89.63%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.68%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	89.80%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.75%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.03%	91.11%
CHEMBL2581	P07339	Cathepsin D	87.70%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	85.93%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.20%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.60%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.06%	97.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.75%	93.03%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10354645
• LOTUS: LTS0067540
• wikiData: Q77380677