2,5,7-Trihydroxy-5,6-dimethyl-11-propan-2-yl-9-oxatricyclo[6.2.1.02,6]undecan-10-one

Details

• Internal ID: bb9e39f1-0871-41e6-a67c-493b6e5d9315
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 2,5,7-trihydroxy-5,6-dimethyl-11-propan-2-yl-9-oxatricyclo[6.2.1.02,6]undecan-10-one
• SMILES (Canonical): CC(C)C1C2C(C3(C(CCC3(C1C(=O)O2)O)(C)O)C)O
• SMILES (Isomeric): CC(C)C1C2C(C3(C(CCC3(C1C(=O)O2)O)(C)O)C)O
• InChI: InChI=1S/C15H24O5/c1-7(2)8-9-12(17)20-10(8)11(16)14(4)13(3,18)5-6-15(9,14)19/h7-11,16,18-19H,5-6H2,1-4H3
• InChI Key: NFWCLDPUYPURLF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₅
• Molecular Weight: 284.35 g/mol
• Exact Mass: 284.16237386 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.46
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9277	92.77%
Caco-2	-	0.5555	55.55%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5441	54.41%
OATP2B1 inhibitior	-	0.8483	84.83%
OATP1B1 inhibitior	+	0.9302	93.02%
OATP1B3 inhibitior	+	0.9447	94.47%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7821	78.21%
BSEP inhibitior	-	0.9442	94.42%
P-glycoprotein inhibitior	-	0.8894	88.94%
P-glycoprotein substrate	-	0.8011	80.11%
CYP3A4 substrate	+	0.5732	57.32%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8437	84.37%
CYP3A4 inhibition	-	0.6817	68.17%
CYP2C9 inhibition	-	0.8323	83.23%
CYP2C19 inhibition	-	0.8397	83.97%
CYP2D6 inhibition	-	0.9500	95.00%
CYP1A2 inhibition	-	0.7020	70.20%
CYP2C8 inhibition	-	0.9528	95.28%
CYP inhibitory promiscuity	-	0.9541	95.41%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6020	60.20%
Eye corrosion	-	0.9860	98.60%
Eye irritation	-	0.9601	96.01%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.7364	73.64%
Ames mutagenesis	-	0.6560	65.60%
Human Ether-a-go-go-Related Gene inhibition	-	0.6562	65.62%
Micronuclear	-	0.8700	87.00%
Hepatotoxicity	+	0.6849	68.49%
skin sensitisation	-	0.7911	79.11%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.6332	63.32%
Acute Oral Toxicity (c)	III	0.5190	51.90%
Estrogen receptor binding	+	0.7340	73.40%
Androgen receptor binding	+	0.6305	63.05%
Thyroid receptor binding	+	0.6302	63.02%
Glucocorticoid receptor binding	-	0.6505	65.05%
Aromatase binding	-	0.6549	65.49%
PPAR gamma	-	0.5358	53.58%
Honey bee toxicity	-	0.7488	74.88%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.7530	75.30%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.70%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.81%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.53%	97.25%
CHEMBL2581	P07339	Cathepsin D	89.48%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.24%	85.14%
CHEMBL1937	Q92769	Histone deacetylase 2	88.17%	94.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.57%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.68%	94.45%
CHEMBL5103	Q969S8	Histone deacetylase 10	82.79%	90.08%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.53%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.84%	97.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.82%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.58%	89.00%

Plants that contains it

• Dendrobium moniliforme

Cross-Links

• PubChem: 162970219
• LOTUS: LTS0219587
• wikiData: Q105178712