1,4-Dihydroxy-3-(hydroxymethyl)-6,6,7b-trimethyl-1,4,4a,5,7,7a-hexahydrocyclobuta[e]inden-2-one

Details

• Internal ID: 2f654525-1309-4ecd-9673-f194f2d54c0a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Illudanes and illudins
• IUPAC Name: 1,4-dihydroxy-3-(hydroxymethyl)-6,6,7b-trimethyl-1,4,4a,5,7,7a-hexahydrocyclobuta[e]inden-2-one
• InChI: InChI=1S/C15H22O4/c1-14(2)4-7-9(5-14)15(3)10(12(18)13(15)19)8(6-16)11(7)17/h7,9,11,13,16-17,19H,4-6H2,1-3H3
• InChI Key: PAMKMSXEULAYKN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 0.65
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• 1,4-dihydroxy-3-(hydroxymethyl)-6,6,7b-trimethyl-1,4,4a,5,7,7a-hexahydrocyclobuta[e]inden-2-one
• 1,4-Dihydroxy-3-(hydroxymethyl)-6,6,7b-trimethyl-1,4,4a,5,6,7,7a,7b-octahydro-2H-cyclobuta[e]inden-2-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9877	98.77%
Caco-2	-	0.5561	55.61%
Blood Brain Barrier	+	0.7885	78.85%
Human oral bioavailability	+	0.6857	68.57%
Subcellular localzation	Mitochondria	0.7535	75.35%
OATP2B1 inhibitior	-	0.8533	85.33%
OATP1B1 inhibitior	+	0.9282	92.82%
OATP1B3 inhibitior	+	0.9026	90.26%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7973	79.73%
BSEP inhibitior	-	0.7930	79.30%
P-glycoprotein inhibitior	-	0.9250	92.50%
P-glycoprotein substrate	-	0.8515	85.15%
CYP3A4 substrate	+	0.5343	53.43%
CYP2C9 substrate	-	0.8170	81.70%
CYP2D6 substrate	-	0.8797	87.97%
CYP3A4 inhibition	-	0.8112	81.12%
CYP2C9 inhibition	-	0.7325	73.25%
CYP2C19 inhibition	-	0.8324	83.24%
CYP2D6 inhibition	-	0.9108	91.08%
CYP1A2 inhibition	-	0.7890	78.90%
CYP2C8 inhibition	-	0.9341	93.41%
CYP inhibitory promiscuity	-	0.7383	73.83%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6584	65.84%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.7822	78.22%
Skin irritation	-	0.6234	62.34%
Skin corrosion	-	0.9504	95.04%
Ames mutagenesis	-	0.5878	58.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.6517	65.17%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.5408	54.08%
skin sensitisation	-	0.8014	80.14%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.6529	65.29%
Acute Oral Toxicity (c)	III	0.6440	64.40%
Estrogen receptor binding	-	0.5280	52.80%
Androgen receptor binding	-	0.5432	54.32%
Thyroid receptor binding	+	0.6239	62.39%
Glucocorticoid receptor binding	+	0.6335	63.35%
Aromatase binding	-	0.5855	58.55%
PPAR gamma	-	0.7030	70.30%
Honey bee toxicity	-	0.9143	91.43%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9908	99.08%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.09%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.44%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.01%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.95%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.29%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.19%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.81%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.94%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.18%	85.14%
CHEMBL226	P30542	Adenosine A1 receptor	81.91%	95.93%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 496463
• LOTUS: LTS0208012
• wikiData: Q104194157