2-Methoxy-3,6,10-trimethyl-2,3,3a,4,5,8,9,11a-octahydrocyclodeca[b]furan-4-ol

Details

• Internal ID: b5e7ef5d-3fb5-4525-9000-c5cf499eb072
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: 2-methoxy-3,6,10-trimethyl-2,3,3a,4,5,8,9,11a-octahydrocyclodeca[b]furan-4-ol
• SMILES (Canonical): CC1C2C(CC(=CCCC(=CC2OC1OC)C)C)O
• SMILES (Isomeric): CC1C2C(CC(=CCCC(=CC2OC1OC)C)C)O
• InChI: InChI=1S/C16H26O3/c1-10-6-5-7-11(2)9-14-15(13(17)8-10)12(3)16(18-4)19-14/h6,9,12-17H,5,7-8H2,1-4H3
• InChI Key: CORYTILICNNNIT-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₆O₃
• Molecular Weight: 266.38 g/mol
• Exact Mass: 266.18819469 g/mol
• Topological Polar Surface Area (TPSA): 38.70 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 3.05
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9926	99.26%
Caco-2	+	0.8168	81.68%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.4159	41.59%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.9180	91.80%
OATP1B3 inhibitior	+	0.9571	95.71%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.6708	67.08%
P-glycoprotein inhibitior	-	0.8761	87.61%
P-glycoprotein substrate	-	0.8587	85.87%
CYP3A4 substrate	+	0.5555	55.55%
CYP2C9 substrate	-	0.8038	80.38%
CYP2D6 substrate	-	0.7597	75.97%
CYP3A4 inhibition	-	0.7007	70.07%
CYP2C9 inhibition	-	0.9060	90.60%
CYP2C19 inhibition	-	0.8351	83.51%
CYP2D6 inhibition	-	0.9495	94.95%
CYP1A2 inhibition	+	0.5410	54.10%
CYP2C8 inhibition	-	0.7475	74.75%
CYP inhibitory promiscuity	-	0.9113	91.13%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5901	59.01%
Eye corrosion	-	0.9661	96.61%
Eye irritation	-	0.9212	92.12%
Skin irritation	-	0.5749	57.49%
Skin corrosion	-	0.9519	95.19%
Ames mutagenesis	-	0.7054	70.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4314	43.14%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.5479	54.79%
skin sensitisation	-	0.7637	76.37%
Respiratory toxicity	-	0.6000	60.00%
Reproductive toxicity	+	0.5222	52.22%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5530	55.30%
Acute Oral Toxicity (c)	III	0.3250	32.50%
Estrogen receptor binding	-	0.7565	75.65%
Androgen receptor binding	-	0.6474	64.74%
Thyroid receptor binding	+	0.5486	54.86%
Glucocorticoid receptor binding	-	0.7022	70.22%
Aromatase binding	-	0.8078	80.78%
PPAR gamma	-	0.6539	65.39%
Honey bee toxicity	-	0.8523	85.23%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.8693	86.93%

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	95.28%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.64%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.95%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.56%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	84.26%	94.73%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.25%	97.25%
CHEMBL2996	Q05655	Protein kinase C delta	83.99%	97.79%
CHEMBL4208	P20618	Proteasome component C5	82.45%	90.00%
CHEMBL2581	P07339	Cathepsin D	81.75%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.72%	97.09%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	80.71%	86.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.17%	100.00%

Plants that contains it

• Bunium paucifolium

Cross-Links

• PubChem: 162928644
• LOTUS: LTS0172875
• wikiData: Q104967259