[(1R,5R,6S,8R,9R,11R)-9-(1-hydroxyethenoxy)-5,7,7,11-tetramethyl-4-oxo-6-tricyclo[6.3.0.01,5]undec-2-enyl] propanoate

Details

• Internal ID: aa8b6f22-6c64-490a-90de-29f21dd97646
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Triquinane sesquiterpenoids > Angular triquinanes
• IUPAC Name: [(1R,5R,6S,8R,9R,11R)-9-(1-hydroxyethenoxy)-5,7,7,11-tetramethyl-4-oxo-6-tricyclo[6.3.0.01,5]undec-2-enyl] propanoate
• InChI: InChI=1S/C20H28O5/c1-7-15(23)25-17-18(4,5)16-13(24-12(3)21)10-11(2)20(16)9-8-14(22)19(17,20)6/h8-9,11,13,16-17,21H,3,7,10H2,1-2,4-6H3/t11-,13-,16+,17+,19+,20+/m1/s1
• InChI Key: VKWLZGJSLIKARX-DPNBORGRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₅
• Molecular Weight: 348.40 g/mol
• Exact Mass: 348.19367399 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.55
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9802	98.02%
Caco-2	-	0.5294	52.94%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5867	58.67%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8809	88.09%
OATP1B3 inhibitior	+	0.9106	91.06%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9178	91.78%
P-glycoprotein inhibitior	-	0.7429	74.29%
P-glycoprotein substrate	-	0.5673	56.73%
CYP3A4 substrate	+	0.6375	63.75%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8967	89.67%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.7976	79.76%
CYP2C19 inhibition	-	0.7992	79.92%
CYP2D6 inhibition	-	0.9383	93.83%
CYP1A2 inhibition	-	0.8233	82.33%
CYP2C8 inhibition	-	0.5904	59.04%
CYP inhibitory promiscuity	-	0.8528	85.28%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8543	85.43%
Carcinogenicity (trinary)	Non-required	0.5243	52.43%
Eye corrosion	-	0.9662	96.62%
Eye irritation	-	0.9487	94.87%
Skin irritation	-	0.6093	60.93%
Skin corrosion	-	0.9162	91.62%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5422	54.22%
skin sensitisation	-	0.5406	54.06%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.7750	77.50%
Acute Oral Toxicity (c)	III	0.4158	41.58%
Estrogen receptor binding	+	0.7046	70.46%
Androgen receptor binding	+	0.6444	64.44%
Thyroid receptor binding	+	0.6128	61.28%
Glucocorticoid receptor binding	+	0.5666	56.66%
Aromatase binding	+	0.6179	61.79%
PPAR gamma	+	0.6736	67.36%
Honey bee toxicity	-	0.8603	86.03%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9884	98.84%

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	97.13%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	93.13%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.68%	91.11%
CHEMBL2581	P07339	Cathepsin D	88.92%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.35%	97.09%
CHEMBL340	P08684	Cytochrome P450 3A4	84.04%	91.19%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.84%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.51%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.46%	94.45%

Plants that contains it

• Cineraria geifolia

Cross-Links

• PubChem: 163106304
• LOTUS: LTS0014387
• wikiData: Q105288145