(1S,5R,7R)-9-acetyl-4,4-dimethyl-7-(3-methylbut-2-enyl)tricyclo[5.3.1.01,5]undecane-8,10,11-trione

Details

• Internal ID: 580e3412-2ddc-449a-9cc4-687d5b36b3bc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids
• IUPAC Name: (1S,5R,7R)-9-acetyl-4,4-dimethyl-7-(3-methylbut-2-enyl)tricyclo[5.3.1.01,5]undecane-8,10,11-trione
• SMILES (Canonical): CC(=CCC12CC3C(CCC3(C1=O)C(=O)C(C2=O)C(=O)C)(C)C)C
• SMILES (Isomeric): CC(=CC[C@]12C[C@H]3[C@@](C1=O)(CCC3(C)C)C(=O)C(C2=O)C(=O)C)C
• InChI: InChI=1S/C20H26O4/c1-11(2)6-7-19-10-13-18(4,5)8-9-20(13,17(19)24)16(23)14(12(3)21)15(19)22/h6,13-14H,7-10H2,1-5H3/t13-,14?,19-,20+/m1/s1
• InChI Key: RCACIPJPOZSJTB-ZHEWUBEISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₄
• Molecular Weight: 330.40 g/mol
• Exact Mass: 330.18310931 g/mol
• Topological Polar Surface Area (TPSA): 68.30 Ų
• XlogP: 3.70
• Atomic LogP (AlogP): 3.08
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9937	99.37%
Caco-2	+	0.7180	71.80%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6397	63.97%
OATP2B1 inhibitior	-	0.8553	85.53%
OATP1B1 inhibitior	+	0.8958	89.58%
OATP1B3 inhibitior	+	0.9329	93.29%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.7829	78.29%
P-glycoprotein inhibitior	-	0.7580	75.80%
P-glycoprotein substrate	-	0.8175	81.75%
CYP3A4 substrate	+	0.5807	58.07%
CYP2C9 substrate	-	0.8012	80.12%
CYP2D6 substrate	-	0.7919	79.19%
CYP3A4 inhibition	-	0.8948	89.48%
CYP2C9 inhibition	-	0.6950	69.50%
CYP2C19 inhibition	-	0.8839	88.39%
CYP2D6 inhibition	-	0.9485	94.85%
CYP1A2 inhibition	-	0.7305	73.05%
CYP2C8 inhibition	-	0.8840	88.40%
CYP inhibitory promiscuity	-	0.8088	80.88%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6014	60.14%
Eye corrosion	-	0.9816	98.16%
Eye irritation	-	0.9048	90.48%
Skin irritation	+	0.5414	54.14%
Skin corrosion	-	0.9483	94.83%
Ames mutagenesis	-	0.6623	66.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.5879	58.79%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.5701	57.01%
skin sensitisation	+	0.5405	54.05%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.6734	67.34%
Acute Oral Toxicity (c)	III	0.4703	47.03%
Estrogen receptor binding	+	0.7214	72.14%
Androgen receptor binding	+	0.5241	52.41%
Thyroid receptor binding	+	0.5417	54.17%
Glucocorticoid receptor binding	+	0.5785	57.85%
Aromatase binding	-	0.5905	59.05%
PPAR gamma	+	0.6549	65.49%
Honey bee toxicity	-	0.8575	85.75%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9967	99.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.19%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.85%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.56%	96.09%
CHEMBL1937	Q92769	Histone deacetylase 2	89.96%	94.75%
CHEMBL2581	P07339	Cathepsin D	89.84%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	86.41%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.81%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.34%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.65%	95.56%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	82.30%	89.34%

Plants that contains it

• Harrisonia abyssinica

Cross-Links

• PubChem: 100956082
• LOTUS: LTS0072453
• wikiData: Q103818831