4,5,6a,7-tetrahydroxy-1,1,2b,6-tetramethyl-2a,4,5,6,7,7a-hexahydro-2H-cyclobuta[a]inden-3-one

Details

• Internal ID: 131afe30-29f9-4c79-acab-d4356460f4be
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 4,5,6a,7-tetrahydroxy-1,1,2b,6-tetramethyl-2a,4,5,6,7,7a-hexahydro-2H-cyclobuta[a]inden-3-one
• SMILES (Canonical): CC1C(C(C(=O)C2(C1(C(C3C2CC3(C)C)O)O)C)O)O
• SMILES (Isomeric): CC1C(C(C(=O)C2(C1(C(C3C2CC3(C)C)O)O)C)O)O
• InChI: InChI=1S/C15H24O5/c1-6-9(16)10(17)12(19)14(4)7-5-13(2,3)8(7)11(18)15(6,14)20/h6-11,16-18,20H,5H2,1-4H3
• InChI Key: YETZHAKLVWLKTI-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₅
• Molecular Weight: 284.35 g/mol
• Exact Mass: 284.16237386 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -0.30
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9418	94.18%
Caco-2	-	0.7888	78.88%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.4920	49.20%
OATP2B1 inhibitior	-	0.8515	85.15%
OATP1B1 inhibitior	+	0.9294	92.94%
OATP1B3 inhibitior	+	0.9598	95.98%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9172	91.72%
P-glycoprotein inhibitior	-	0.9192	91.92%
P-glycoprotein substrate	-	0.8092	80.92%
CYP3A4 substrate	+	0.5264	52.64%
CYP2C9 substrate	-	0.6417	64.17%
CYP2D6 substrate	-	0.7962	79.62%
CYP3A4 inhibition	-	0.6583	65.83%
CYP2C9 inhibition	-	0.8432	84.32%
CYP2C19 inhibition	-	0.8493	84.93%
CYP2D6 inhibition	-	0.8933	89.33%
CYP1A2 inhibition	-	0.6349	63.49%
CYP2C8 inhibition	-	0.9634	96.34%
CYP inhibitory promiscuity	-	0.9137	91.37%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5864	58.64%
Eye corrosion	-	0.9762	97.62%
Eye irritation	-	0.9472	94.72%
Skin irritation	-	0.5178	51.78%
Skin corrosion	-	0.8100	81.00%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6348	63.48%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.6796	67.96%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.6757	67.57%
Acute Oral Toxicity (c)	III	0.5546	55.46%
Estrogen receptor binding	+	0.6461	64.61%
Androgen receptor binding	+	0.5736	57.36%
Thyroid receptor binding	+	0.6540	65.40%
Glucocorticoid receptor binding	-	0.5666	56.66%
Aromatase binding	+	0.5205	52.05%
PPAR gamma	-	0.6767	67.67%
Honey bee toxicity	-	0.8374	83.74%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9330	93.30%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.90%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.83%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.34%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.27%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.53%	100.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.20%	85.14%
CHEMBL2581	P07339	Cathepsin D	86.80%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.82%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.14%	96.77%
CHEMBL332	P03956	Matrix metalloproteinase-1	82.82%	94.50%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.11%	91.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.57%	97.09%
CHEMBL221	P23219	Cyclooxygenase-1	80.27%	90.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 73028291
• LOTUS: LTS0177643
• wikiData: Q104201624