2-[(1R,2S,12S,13R)-2-hydroxy-2,6,10-trimethyl-15-oxabicyclo[10.2.1]pentadeca-5,9-dien-13-yl]prop-2-enal

Details

• Internal ID: c8d3c04a-f881-4afc-9809-e5a9f843dfcc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 2-[(1R,2S,12S,13R)-2-hydroxy-2,6,10-trimethyl-15-oxabicyclo[10.2.1]pentadeca-5,9-dien-13-yl]prop-2-enal
• InChI: InChI=1S/C20H30O3/c1-14-7-5-8-15(2)11-18-17(16(3)13-21)12-19(23-18)20(4,22)10-6-9-14/h8-9,13,17-19,22H,3,5-7,10-12H2,1-2,4H3/t17-,18+,19-,20+/m1/s1
• InChI Key: KHSQZSARPVSBBO-WCIQWLHISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 2.80
• Atomic LogP (AlogP): 4.12
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9967	99.67%
Caco-2	+	0.7169	71.69%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.5614	56.14%
OATP2B1 inhibitior	-	0.8636	86.36%
OATP1B1 inhibitior	+	0.9181	91.81%
OATP1B3 inhibitior	+	0.9392	93.92%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	+	0.5750	57.50%
BSEP inhibitior	-	0.7449	74.49%
P-glycoprotein inhibitior	-	0.7626	76.26%
P-glycoprotein substrate	-	0.8426	84.26%
CYP3A4 substrate	+	0.6142	61.42%
CYP2C9 substrate	-	0.7936	79.36%
CYP2D6 substrate	-	0.8200	82.00%
CYP3A4 inhibition	-	0.6831	68.31%
CYP2C9 inhibition	-	0.8366	83.66%
CYP2C19 inhibition	-	0.7594	75.94%
CYP2D6 inhibition	-	0.9416	94.16%
CYP1A2 inhibition	-	0.5182	51.82%
CYP2C8 inhibition	+	0.4564	45.64%
CYP inhibitory promiscuity	-	0.9515	95.15%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5521	55.21%
Eye corrosion	-	0.9715	97.15%
Eye irritation	-	0.9577	95.77%
Skin irritation	+	0.5212	52.12%
Skin corrosion	-	0.9252	92.52%
Ames mutagenesis	-	0.5364	53.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.7658	76.58%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.5805	58.05%
skin sensitisation	-	0.5950	59.50%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	+	0.8296	82.96%
Acute Oral Toxicity (c)	III	0.5664	56.64%
Estrogen receptor binding	+	0.6614	66.14%
Androgen receptor binding	-	0.6212	62.12%
Thyroid receptor binding	+	0.5303	53.03%
Glucocorticoid receptor binding	+	0.7528	75.28%
Aromatase binding	-	0.6442	64.42%
PPAR gamma	+	0.6862	68.62%
Honey bee toxicity	-	0.7965	79.65%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5155	51.55%
Fish aquatic toxicity	+	0.9189	91.89%

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	96.92%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.64%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.15%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.36%	95.56%
CHEMBL4208	P20618	Proteasome component C5	87.80%	90.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.23%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.43%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.92%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.52%	97.09%
CHEMBL3401	O75469	Pregnane X receptor	82.82%	94.73%
CHEMBL5028	O14672	ADAM10	81.06%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.84%	89.00%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.48%	91.24%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162861138
• LOTUS: LTS0011792
• wikiData: Q105141321