6-Deoxyilludin M

Details

• Internal ID: d4f450cc-3cbd-4c9d-9e95-0daf69fc875b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Illudanes and illudins
• IUPAC Name: (5R)-5-hydroxy-2,2,5,7-tetramethylspiro[1H-indene-6,1'-cyclopropane]-4-one
• SMILES (Canonical): CC1=C2CC(C=C2C(=O)C(C13CC3)(C)O)(C)C
• SMILES (Isomeric): CC1=C2CC(C=C2C(=O)[C@](C13CC3)(C)O)(C)C
• InChI: InChI=1S/C15H20O2/c1-9-10-7-13(2,3)8-11(10)12(16)14(4,17)15(9)5-6-15/h8,17H,5-7H2,1-4H3/t14-/m0/s1
• InChI Key: YHXLWSXPTJEXBW-AWEZNQCLSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₂
• Molecular Weight: 232.32 g/mol
• Exact Mass: 232.146329876 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.77
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

• 112953-12-5
• deoxyilludin M
• CHEMBL509733
• SCHEMBL17168237
• DTXSID80920959
• (5R)-5-hydroxy-2,2,5,7-tetramethylspiro[1H-indene-6,1'-cyclopropane]-4-one
• (R)-2',3'-Dihydro-6'-hydroxy-2',2',4',6'-tetramethylspiro(cyclopropane-1,5'-(5H)inden)-7'(6'H)-one
• 6'-Hydroxy-2',2',4',6'-tetramethyl-2',3'-dihydrospiro[cyclopropane-1,5'-inden]-7'(6'H)-one
• Spiro(cyclopropane-1,5'-(5H)inden)-7'(6'H)-one, 2',3'-dihydro-6'-hydroxy-2',2',4',6'-tetramethyl-, (R)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8315	83.15%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.7110	71.10%
OATP2B1 inhibitior	-	0.8524	85.24%
OATP1B1 inhibitior	+	0.9333	93.33%
OATP1B3 inhibitior	+	0.9430	94.30%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.7834	78.34%
P-glycoprotein inhibitior	-	0.9399	93.99%
P-glycoprotein substrate	-	0.9193	91.93%
CYP3A4 substrate	+	0.5103	51.03%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8367	83.67%
CYP3A4 inhibition	-	0.8230	82.30%
CYP2C9 inhibition	-	0.7442	74.42%
CYP2C19 inhibition	-	0.6494	64.94%
CYP2D6 inhibition	-	0.8820	88.20%
CYP1A2 inhibition	-	0.6448	64.48%
CYP2C8 inhibition	-	0.9657	96.57%
CYP inhibitory promiscuity	-	0.6946	69.46%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5560	55.60%
Eye corrosion	-	0.9768	97.68%
Eye irritation	+	0.7897	78.97%
Skin irritation	+	0.5838	58.38%
Skin corrosion	-	0.9219	92.19%
Ames mutagenesis	+	0.5446	54.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.5978	59.78%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.5650	56.50%
skin sensitisation	+	0.6253	62.53%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.5066	50.66%
Acute Oral Toxicity (c)	III	0.6632	66.32%
Estrogen receptor binding	-	0.8164	81.64%
Androgen receptor binding	-	0.5326	53.26%
Thyroid receptor binding	-	0.5335	53.35%
Glucocorticoid receptor binding	-	0.7474	74.74%
Aromatase binding	-	0.7675	76.75%
PPAR gamma	-	0.6934	69.34%
Honey bee toxicity	-	0.9071	90.71%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9808	98.08%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL230	P35354	Cyclooxygenase-2	95.28%	89.63%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.24%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.62%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	87.79%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.70%	91.11%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	85.92%	85.30%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.00%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	82.82%	94.75%
CHEMBL221	P23219	Cyclooxygenase-1	80.98%	90.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 124223
• LOTUS: LTS0200785
• wikiData: Q82893679