2,3,11-Trihydroxy-5-(hydroxymethyl)-7-methoxy-6-methyl-11-propan-2-yl-9-oxatricyclo[6.2.1.02,6]undec-4-en-10-one

Details

• Internal ID: 2337baa9-3544-44a4-83b2-1320f1a65259
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 2,3,11-trihydroxy-5-(hydroxymethyl)-7-methoxy-6-methyl-11-propan-2-yl-9-oxatricyclo[6.2.1.02,6]undec-4-en-10-one
• SMILES (Canonical): CC(C)C1(C2C(C3(C(=CC(C3(C1C(=O)O2)O)O)CO)C)OC)O
• SMILES (Isomeric): CC(C)C1(C2C(C3(C(=CC(C3(C1C(=O)O2)O)O)CO)C)OC)O
• InChI: InChI=1S/C16H24O7/c1-7(2)15(20)10-13(19)23-12(15)11(22-4)14(3)8(6-17)5-9(18)16(10,14)21/h5,7,9-12,17-18,20-21H,6H2,1-4H3
• InChI Key: GQROZGQMFRGQPX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₇
• Molecular Weight: 328.36 g/mol
• Exact Mass: 328.15220310 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: -1.60
• Atomic LogP (AlogP): -1.03
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8954	89.54%
Caco-2	-	0.7631	76.31%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6493	64.93%
OATP2B1 inhibitior	-	0.8542	85.42%
OATP1B1 inhibitior	+	0.8851	88.51%
OATP1B3 inhibitior	+	0.9238	92.38%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8990	89.90%
P-glycoprotein inhibitior	-	0.8531	85.31%
P-glycoprotein substrate	-	0.6525	65.25%
CYP3A4 substrate	+	0.5640	56.40%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8764	87.64%
CYP3A4 inhibition	-	0.9044	90.44%
CYP2C9 inhibition	-	0.7764	77.64%
CYP2C19 inhibition	-	0.7655	76.55%
CYP2D6 inhibition	-	0.8915	89.15%
CYP1A2 inhibition	-	0.6653	66.53%
CYP2C8 inhibition	-	0.8819	88.19%
CYP inhibitory promiscuity	-	0.6231	62.31%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6371	63.71%
Eye corrosion	-	0.9833	98.33%
Eye irritation	-	0.9302	93.02%
Skin irritation	-	0.7009	70.09%
Skin corrosion	-	0.9397	93.97%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7555	75.55%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.5930	59.30%
skin sensitisation	-	0.7986	79.86%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.7922	79.22%
Acute Oral Toxicity (c)	III	0.5017	50.17%
Estrogen receptor binding	+	0.6693	66.93%
Androgen receptor binding	+	0.6898	68.98%
Thyroid receptor binding	+	0.6345	63.45%
Glucocorticoid receptor binding	+	0.6230	62.30%
Aromatase binding	+	0.5696	56.96%
PPAR gamma	-	0.4909	49.09%
Honey bee toxicity	-	0.7521	75.21%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.8775	87.75%

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	95.69%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.18%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.01%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.29%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.38%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.58%	91.11%
CHEMBL2581	P07339	Cathepsin D	88.68%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.18%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.69%	94.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.96%	91.07%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.77%	86.92%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.07%	97.14%

Plants that contains it

• Picrodendron baccatum

Cross-Links

• PubChem: 85434697
• LOTUS: LTS0271154
• wikiData: Q105015543