(1R,2R,3S,5R,8S,11R)-2,8-dihydroxy-5-methyl-9,14-dimethylidene-4,12-dioxatricyclo[9.3.0.03,5]tetradecan-13-one

Details

• Internal ID: a060da76-1411-4854-ad81-3ccf77d424ba
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (1R,2R,3S,5R,8S,11R)-2,8-dihydroxy-5-methyl-9,14-dimethylidene-4,12-dioxatricyclo[9.3.0.03,5]tetradecan-13-one
• InChI: InChI=1S/C15H20O5/c1-7-6-10-11(8(2)14(18)19-10)12(17)13-15(3,20-13)5-4-9(7)16/h9-13,16-17H,1-2,4-6H2,3H3/t9-,10+,11-,12+,13-,15+/m0/s1
• InChI Key: VKHQBVXIXNZPGS-PLXWNWTRSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₅
• Molecular Weight: 280.32 g/mol
• Exact Mass: 280.13107373 g/mol
• Topological Polar Surface Area (TPSA): 79.30 Ų
• XlogP: 0.30
• Atomic LogP (AlogP): 0.70
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9803	98.03%
Caco-2	+	0.5770	57.70%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6679	66.79%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.9340	93.40%
OATP1B3 inhibitior	+	0.9386	93.86%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6321	63.21%
BSEP inhibitior	-	0.9713	97.13%
P-glycoprotein inhibitior	-	0.8894	88.94%
P-glycoprotein substrate	-	0.8078	80.78%
CYP3A4 substrate	+	0.6046	60.46%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8367	83.67%
CYP3A4 inhibition	-	0.9006	90.06%
CYP2C9 inhibition	-	0.8522	85.22%
CYP2C19 inhibition	-	0.8440	84.40%
CYP2D6 inhibition	-	0.9266	92.66%
CYP1A2 inhibition	+	0.5298	52.98%
CYP2C8 inhibition	-	0.8901	89.01%
CYP inhibitory promiscuity	-	0.9619	96.19%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4596	45.96%
Eye corrosion	-	0.9798	97.98%
Eye irritation	-	0.7673	76.73%
Skin irritation	-	0.5403	54.03%
Skin corrosion	-	0.8932	89.32%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6774	67.74%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.6619	66.19%
skin sensitisation	-	0.7871	78.71%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.9179	91.79%
Acute Oral Toxicity (c)	III	0.3898	38.98%
Estrogen receptor binding	+	0.7922	79.22%
Androgen receptor binding	+	0.5825	58.25%
Thyroid receptor binding	+	0.5910	59.10%
Glucocorticoid receptor binding	+	0.7866	78.66%
Aromatase binding	+	0.5216	52.16%
PPAR gamma	+	0.5914	59.14%
Honey bee toxicity	-	0.7867	78.67%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9683	96.83%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	94.54%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.91%	91.11%
CHEMBL1902	P62942	FK506-binding protein 1A	88.89%	97.05%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.81%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.55%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.87%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.71%	99.23%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	85.08%	93.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.68%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.62%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.10%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.44%	97.14%

Plants that contains it

• Cota palaestina

Cross-Links

• PubChem: 162920553
• LOTUS: LTS0015377
• wikiData: Q105287753