7,7a-dihydroxy-3a,5,5-trimethyl-3-methylidene-4,7-dihydro-1H-cyclopenta[a]pentalene-2,6-dione

Details

• Internal ID: 2dc97ebe-2653-4710-ab0f-87e32c3230fe
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Triquinane sesquiterpenoids > Linear triquinanes
• IUPAC Name: 7,7a-dihydroxy-3a,5,5-trimethyl-3-methylidene-4,7-dihydro-1H-cyclopenta[a]pentalene-2,6-dione
• SMILES (Canonical): CC1(CC2=C(C1=O)C(C3(C2(C(=C)C(=O)C3)C)O)O)C
• SMILES (Isomeric): CC1(CC2=C(C1=O)C(C3(C2(C(=C)C(=O)C3)C)O)O)C
• InChI: InChI=1S/C15H18O4/c1-7-9(16)6-15(19)12(18)10-8(14(7,15)4)5-13(2,3)11(10)17/h12,18-19H,1,5-6H2,2-4H3
• InChI Key: CWYZAAQBQMWCAC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.12050905 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): 0.92
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9886	98.86%
Caco-2	+	0.5674	56.74%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6799	67.99%
OATP2B1 inhibitior	-	0.8544	85.44%
OATP1B1 inhibitior	+	0.9239	92.39%
OATP1B3 inhibitior	+	0.8737	87.37%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9030	90.30%
P-glycoprotein inhibitior	-	0.9216	92.16%
P-glycoprotein substrate	-	0.9047	90.47%
CYP3A4 substrate	+	0.5440	54.40%
CYP2C9 substrate	-	0.7664	76.64%
CYP2D6 substrate	-	0.8722	87.22%
CYP3A4 inhibition	-	0.8102	81.02%
CYP2C9 inhibition	-	0.8131	81.31%
CYP2C19 inhibition	-	0.7531	75.31%
CYP2D6 inhibition	-	0.9334	93.34%
CYP1A2 inhibition	-	0.7999	79.99%
CYP2C8 inhibition	-	0.9609	96.09%
CYP inhibitory promiscuity	-	0.9661	96.61%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5950	59.50%
Eye corrosion	-	0.9848	98.48%
Eye irritation	+	0.6635	66.35%
Skin irritation	+	0.5114	51.14%
Skin corrosion	-	0.9063	90.63%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6045	60.45%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	+	0.6335	63.35%
skin sensitisation	-	0.6686	66.86%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.8291	82.91%
Acute Oral Toxicity (c)	I	0.3716	37.16%
Estrogen receptor binding	-	0.5810	58.10%
Androgen receptor binding	-	0.5228	52.28%
Thyroid receptor binding	-	0.6051	60.51%
Glucocorticoid receptor binding	-	0.5901	59.01%
Aromatase binding	-	0.5944	59.44%
PPAR gamma	-	0.6423	64.23%
Honey bee toxicity	-	0.8258	82.58%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9867	98.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.91%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	90.62%	90.17%
CHEMBL2581	P07339	Cathepsin D	89.40%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.69%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.30%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.40%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.89%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.65%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.89%	85.14%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163033353
• LOTUS: LTS0162301
• wikiData: Q103818130