3-(2,5-dimethyl-3-oxo-2,4,5,6-tetrahydro-1H-pentalen-1-yl)-3,7,7-trimethylbicyclo[4.1.0]heptane-2,4-dione

Details

• Internal ID: d597e812-178a-4d53-a84b-26470687b763
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Bicyclic monoterpenoids
• IUPAC Name: 3-(2,5-dimethyl-3-oxo-2,4,5,6-tetrahydro-1H-pentalen-1-yl)-3,7,7-trimethylbicyclo[4.1.0]heptane-2,4-dione
• SMILES (Canonical): CC1CC2=C(C1)C(=O)C(C2C3(C(=O)CC4C(C3=O)C4(C)C)C)C
• SMILES (Isomeric): CC1CC2=C(C1)C(=O)C(C2C3(C(=O)CC4C(C3=O)C4(C)C)C)C
• InChI: InChI=1S/C20H26O3/c1-9-6-11-12(7-9)17(22)10(2)15(11)20(5)14(21)8-13-16(18(20)23)19(13,3)4/h9-10,13,15-16H,6-8H2,1-5H3
• InChI Key: NHBBYXIXBPPEDQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₃
• Molecular Weight: 314.40 g/mol
• Exact Mass: 314.18819469 g/mol
• Topological Polar Surface Area (TPSA): 51.20 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 3.37
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• NSC-329078

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7128	71.28%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7283	72.83%
OATP2B1 inhibitior	-	0.8562	85.62%
OATP1B1 inhibitior	+	0.9179	91.79%
OATP1B3 inhibitior	+	0.9608	96.08%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.6979	69.79%
P-glycoprotein inhibitior	-	0.5922	59.22%
P-glycoprotein substrate	-	0.7331	73.31%
CYP3A4 substrate	+	0.5453	54.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8713	87.13%
CYP3A4 inhibition	-	0.7259	72.59%
CYP2C9 inhibition	-	0.7187	71.87%
CYP2C19 inhibition	-	0.7187	71.87%
CYP2D6 inhibition	-	0.9509	95.09%
CYP1A2 inhibition	-	0.7822	78.22%
CYP2C8 inhibition	-	0.9076	90.76%
CYP inhibitory promiscuity	-	0.7772	77.72%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8613	86.13%
Carcinogenicity (trinary)	Non-required	0.4701	47.01%
Eye corrosion	-	0.9789	97.89%
Eye irritation	-	0.8745	87.45%
Skin irritation	-	0.5320	53.20%
Skin corrosion	-	0.9326	93.26%
Ames mutagenesis	+	0.5246	52.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.6319	63.19%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.6267	62.67%
skin sensitisation	+	0.5175	51.75%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.7985	79.85%
Acute Oral Toxicity (c)	II	0.4755	47.55%
Estrogen receptor binding	+	0.7148	71.48%
Androgen receptor binding	+	0.6301	63.01%
Thyroid receptor binding	+	0.5587	55.87%
Glucocorticoid receptor binding	+	0.6937	69.37%
Aromatase binding	+	0.5758	57.58%
PPAR gamma	+	0.5721	57.21%
Honey bee toxicity	-	0.7798	77.98%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.7700	77.00%
Fish aquatic toxicity	+	0.9920	99.20%

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	89.31%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	88.18%	94.75%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	84.05%	85.30%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.73%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.03%	95.56%
CHEMBL1902	P62942	FK506-binding protein 1A	82.56%	97.05%
CHEMBL221	P23219	Cyclooxygenase-1	82.36%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.13%	99.23%
CHEMBL2581	P07339	Cathepsin D	81.06%	98.95%

Plants that contains it

• Jatropha dioica

Cross-Links

• PubChem: 433403
• LOTUS: LTS0094204
• wikiData: Q105179277