2-Hydroxy-3,5,5,7a-tetramethyl-1,2,3b,4,6,6a-hexahydrocyclopenta[a]pentalen-7-one

Details

• Internal ID: fafb1d4d-2b55-4ac4-9f4c-fb6c1a6cfcbc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Triquinane sesquiterpenoids > Linear triquinanes
• IUPAC Name: 2-hydroxy-3,5,5,7a-tetramethyl-1,2,3b,4,6,6a-hexahydrocyclopenta[a]pentalen-7-one
• SMILES (Canonical): CC1=C2C3CC(CC3C(=O)C2(CC1O)C)(C)C
• SMILES (Isomeric): CC1=C2C3CC(CC3C(=O)C2(CC1O)C)(C)C
• InChI: InChI=1S/C15H22O2/c1-8-11(16)7-15(4)12(8)9-5-14(2,3)6-10(9)13(15)17/h9-11,16H,5-7H2,1-4H3
• InChI Key: DMCWLSNRDNSZJO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 2.71
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7036	70.36%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5940	59.40%
OATP2B1 inhibitior	-	0.8468	84.68%
OATP1B1 inhibitior	+	0.9403	94.03%
OATP1B3 inhibitior	+	0.9707	97.07%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.7612	76.12%
P-glycoprotein inhibitior	-	0.9172	91.72%
P-glycoprotein substrate	-	0.9304	93.04%
CYP3A4 substrate	-	0.5000	50.00%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7781	77.81%
CYP3A4 inhibition	-	0.8503	85.03%
CYP2C9 inhibition	-	0.9257	92.57%
CYP2C19 inhibition	-	0.8787	87.87%
CYP2D6 inhibition	-	0.9523	95.23%
CYP1A2 inhibition	-	0.8556	85.56%
CYP2C8 inhibition	-	0.9729	97.29%
CYP inhibitory promiscuity	-	0.9272	92.72%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8717	87.17%
Carcinogenicity (trinary)	Non-required	0.5153	51.53%
Eye corrosion	-	0.9767	97.67%
Eye irritation	-	0.7489	74.89%
Skin irritation	+	0.6753	67.53%
Skin corrosion	-	0.9510	95.10%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8346	83.46%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.5927	59.27%
skin sensitisation	+	0.6897	68.97%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.5893	58.93%
Acute Oral Toxicity (c)	III	0.6168	61.68%
Estrogen receptor binding	-	0.6247	62.47%
Androgen receptor binding	+	0.5415	54.15%
Thyroid receptor binding	-	0.5856	58.56%
Glucocorticoid receptor binding	-	0.5051	50.51%
Aromatase binding	-	0.7726	77.26%
PPAR gamma	-	0.6536	65.36%
Honey bee toxicity	-	0.8169	81.69%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9675	96.75%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.19%	95.56%
CHEMBL2581	P07339	Cathepsin D	90.35%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.87%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.67%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.85%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.39%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.38%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.25%	95.89%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 74322995
• LOTUS: LTS0147268
• wikiData: Q104665497