6,10-Dimethyl-3-propan-2-yl-11-oxabicyclo[8.1.0]undec-6-ene-2,5-diol

Details

• Internal ID: 965555f6-365a-4ad5-adc3-8902423214f1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: 6,10-dimethyl-3-propan-2-yl-11-oxabicyclo[8.1.0]undec-6-ene-2,5-diol
• SMILES (Canonical): CC1=CCCC2(C(O2)C(C(CC1O)C(C)C)O)C
• SMILES (Isomeric): CC1=CCCC2(C(O2)C(C(CC1O)C(C)C)O)C
• InChI: InChI=1S/C15H26O3/c1-9(2)11-8-12(16)10(3)6-5-7-15(4)14(18-15)13(11)17/h6,9,11-14,16-17H,5,7-8H2,1-4H3
• InChI Key: FZZFJVLHVDVIKW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₃
• Molecular Weight: 254.36 g/mol
• Exact Mass: 254.18819469 g/mol
• Topological Polar Surface Area (TPSA): 53.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.27
• 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	+	0.9874	98.74%
Caco-2	+	0.6322	63.22%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.4489	44.89%
OATP2B1 inhibitior	-	0.8509	85.09%
OATP1B1 inhibitior	+	0.9466	94.66%
OATP1B3 inhibitior	+	0.9690	96.90%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.8749	87.49%
P-glycoprotein inhibitior	-	0.9356	93.56%
P-glycoprotein substrate	-	0.7359	73.59%
CYP3A4 substrate	+	0.5268	52.68%
CYP2C9 substrate	-	0.6219	62.19%
CYP2D6 substrate	-	0.6974	69.74%
CYP3A4 inhibition	-	0.8012	80.12%
CYP2C9 inhibition	-	0.6914	69.14%
CYP2C19 inhibition	-	0.6123	61.23%
CYP2D6 inhibition	-	0.9232	92.32%
CYP1A2 inhibition	-	0.5344	53.44%
CYP2C8 inhibition	-	0.8404	84.04%
CYP inhibitory promiscuity	-	0.8894	88.94%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5563	55.63%
Eye corrosion	-	0.9824	98.24%
Eye irritation	-	0.9430	94.30%
Skin irritation	-	0.5312	53.12%
Skin corrosion	-	0.9100	91.00%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6294	62.94%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	+	0.5233	52.33%
skin sensitisation	-	0.5908	59.08%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.6277	62.77%
Acute Oral Toxicity (c)	III	0.5264	52.64%
Estrogen receptor binding	-	0.7221	72.21%
Androgen receptor binding	-	0.6948	69.48%
Thyroid receptor binding	+	0.5883	58.83%
Glucocorticoid receptor binding	+	0.6281	62.81%
Aromatase binding	-	0.8227	82.27%
PPAR gamma	-	0.6381	63.81%
Honey bee toxicity	-	0.8592	85.92%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.7612	76.12%

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	94.58%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.94%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.78%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.22%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.98%	94.45%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.52%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.22%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.44%	95.56%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.93%	93.56%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.05%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.86%	95.89%
CHEMBL3401	O75469	Pregnane X receptor	80.08%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.06%	89.00%

Plants that contains it

• Pulicaria glutinosa

Cross-Links

• PubChem: 162931510
• LOTUS: LTS0004858
• wikiData: Q105005258