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

Details

• Internal ID: 6e875ffb-a546-4a4d-b1b8-8a2144f653fd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Illudanes and illudins
• IUPAC Name: 4-hydroxy-3-(hydroxymethyl)-6,6,7b-trimethyl-1,4,4a,5,7,7a-hexahydrocyclobuta[e]inden-2-one
• SMILES (Canonical): CC1(CC2C(C1)C3(CC(=O)C3=C(C2O)CO)C)C
• SMILES (Isomeric): CC1(CC2C(C1)C3(CC(=O)C3=C(C2O)CO)C)C
• InChI: InChI=1S/C15H22O3/c1-14(2)4-8-10(5-14)15(3)6-11(17)12(15)9(7-16)13(8)18/h8,10,13,16,18H,4-7H2,1-3H3
• InChI Key: VDVUBXWVLRLNLQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.68
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9938	99.38%
Caco-2	+	0.6953	69.53%
Blood Brain Barrier	+	0.7385	73.85%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7600	76.00%
OATP2B1 inhibitior	-	0.8509	85.09%
OATP1B1 inhibitior	+	0.9317	93.17%
OATP1B3 inhibitior	+	0.9259	92.59%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7659	76.59%
BSEP inhibitior	-	0.7714	77.14%
P-glycoprotein inhibitior	-	0.9134	91.34%
P-glycoprotein substrate	-	0.8627	86.27%
CYP3A4 substrate	+	0.5471	54.71%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8777	87.77%
CYP3A4 inhibition	-	0.8473	84.73%
CYP2C9 inhibition	-	0.7801	78.01%
CYP2C19 inhibition	-	0.8283	82.83%
CYP2D6 inhibition	-	0.9312	93.12%
CYP1A2 inhibition	-	0.8097	80.97%
CYP2C8 inhibition	-	0.8920	89.20%
CYP inhibitory promiscuity	-	0.7201	72.01%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5678	56.78%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.7663	76.63%
Skin irritation	-	0.6454	64.54%
Skin corrosion	-	0.9524	95.24%
Ames mutagenesis	-	0.6678	66.78%
Human Ether-a-go-go-Related Gene inhibition	-	0.5281	52.81%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.7673	76.73%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.6534	65.34%
Acute Oral Toxicity (c)	III	0.5921	59.21%
Estrogen receptor binding	-	0.7716	77.16%
Androgen receptor binding	-	0.5880	58.80%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.4749	47.49%
Aromatase binding	-	0.6702	67.02%
PPAR gamma	-	0.7140	71.40%
Honey bee toxicity	-	0.8751	87.51%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9824	98.24%

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	97.12%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.39%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.63%	85.14%
CHEMBL2581	P07339	Cathepsin D	91.67%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.41%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.83%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.79%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.60%	96.77%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.07%	96.61%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.56%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.98%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	81.14%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.67%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 9794938
• LOTUS: LTS0041569
• wikiData: Q104199271