(1S,2R,7E,11S,12R)-2,8,12-trimethyl-5-propan-2-yl-15-oxabicyclo[9.3.1]pentadeca-5,7-diene-2,12-diol

Details

• Internal ID: 8dd43504-3bbb-4126-b0d9-c76b1e338cdd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1S,2R,7E,11S,12R)-2,8,12-trimethyl-5-propan-2-yl-15-oxabicyclo[9.3.1]pentadeca-5,7-diene-2,12-diol
• InChI: InChI=1S/C20H34O3/c1-14(2)16-8-6-15(3)7-9-17-20(5,22)13-11-18(23-17)19(4,21)12-10-16/h6,8,14,17-18,21-22H,7,9-13H2,1-5H3/b15-6+,16-8?/t17-,18-,19+,20+/m0/s1
• InChI Key: XDUYNXQRONXMCE-OXJAIHDWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₄O₃
• Molecular Weight: 322.50 g/mol
• Exact Mass: 322.25079494 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 4.14
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9879	98.79%
Caco-2	+	0.7256	72.56%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6240	62.40%
OATP2B1 inhibitior	-	0.8649	86.49%
OATP1B1 inhibitior	+	0.9275	92.75%
OATP1B3 inhibitior	+	0.9761	97.61%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.7673	76.73%
P-glycoprotein inhibitior	-	0.7546	75.46%
P-glycoprotein substrate	-	0.8995	89.95%
CYP3A4 substrate	+	0.5659	56.59%
CYP2C9 substrate	-	0.7919	79.19%
CYP2D6 substrate	-	0.7972	79.72%
CYP3A4 inhibition	-	0.8346	83.46%
CYP2C9 inhibition	-	0.8385	83.85%
CYP2C19 inhibition	-	0.7392	73.92%
CYP2D6 inhibition	-	0.9197	91.97%
CYP1A2 inhibition	-	0.7347	73.47%
CYP2C8 inhibition	-	0.8530	85.30%
CYP inhibitory promiscuity	-	0.9183	91.83%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6389	63.89%
Eye corrosion	-	0.9820	98.20%
Eye irritation	-	0.9693	96.93%
Skin irritation	-	0.5447	54.47%
Skin corrosion	-	0.9401	94.01%
Ames mutagenesis	-	0.7970	79.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.6458	64.58%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.5222	52.22%
skin sensitisation	-	0.5304	53.04%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	+	0.5251	52.51%
Acute Oral Toxicity (c)	III	0.6754	67.54%
Estrogen receptor binding	+	0.7594	75.94%
Androgen receptor binding	-	0.5871	58.71%
Thyroid receptor binding	+	0.7000	70.00%
Glucocorticoid receptor binding	+	0.7038	70.38%
Aromatase binding	-	0.6037	60.37%
PPAR gamma	-	0.5152	51.52%
Honey bee toxicity	-	0.9203	92.03%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.8161	81.61%

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	95.41%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.60%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.91%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.06%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.94%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.88%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.61%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.07%	94.45%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.42%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.20%	93.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163051471
• LOTUS: LTS0139529
• wikiData: Q105326084