(R,5E,9E)-8-Methoxy-3,6,10-trimethyl-4,7,8,11-tetrahydrocyclodeca[b]furan

Details

• Internal ID: bbd29305-bb1e-471e-ac45-6e5c827e1423
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: (5E,8R,9E)-8-methoxy-3,6,10-trimethyl-4,7,8,11-tetrahydrocyclodeca[b]furan
• SMILES (Canonical): CC1=CCC2=C(CC(=CC(C1)OC)C)OC=C2C
• SMILES (Isomeric): C/C/1=C\CC2=C(C/C(=C/[C@@H](C1)OC)/C)OC=C2C
• InChI: InChI=1S/C16H22O2/c1-11-5-6-15-13(3)10-18-16(15)9-12(2)8-14(7-11)17-4/h5,8,10,14H,6-7,9H2,1-4H3/b11-5+,12-8+/t14-/m1/s1
• InChI Key: NWLNPDFDTSFGEU-JBMXZMKISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₂
• Molecular Weight: 246.34 g/mol
• Exact Mass: 246.161979940 g/mol
• Topological Polar Surface Area (TPSA): 22.40 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 3.98
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• (R,5E,9E)-8-Methoxy-3,6,10-trimethyl-4,7,8,11-tetrahydrocyclodeca[b]furan
• Cyclodeca[b]furan, 4,7,8,11-tetrahydro-8-methoxy-3,6,10-trimethyl-, (5E,8R,9E)-
• Cyclodeca[b]furan, 4,7,8,11-tetrahydro-8-methoxy-3,6,10-trimethyl-, [R-(E,E)]-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8988	89.88%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.3689	36.89%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.9494	94.94%
OATP1B3 inhibitior	+	0.9624	96.24%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.6368	63.68%
P-glycoprotein inhibitior	-	0.8925	89.25%
P-glycoprotein substrate	-	0.8599	85.99%
CYP3A4 substrate	+	0.5295	52.95%
CYP2C9 substrate	-	0.8062	80.62%
CYP2D6 substrate	+	0.3498	34.98%
CYP3A4 inhibition	-	0.7948	79.48%
CYP2C9 inhibition	-	0.8203	82.03%
CYP2C19 inhibition	-	0.5351	53.51%
CYP2D6 inhibition	-	0.9050	90.50%
CYP1A2 inhibition	+	0.6309	63.09%
CYP2C8 inhibition	-	0.6511	65.11%
CYP inhibitory promiscuity	-	0.5902	59.02%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7908	79.08%
Carcinogenicity (trinary)	Non-required	0.5327	53.27%
Eye corrosion	-	0.9521	95.21%
Eye irritation	-	0.6853	68.53%
Skin irritation	-	0.7086	70.86%
Skin corrosion	-	0.9753	97.53%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8142	81.42%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.7178	71.78%
skin sensitisation	+	0.4892	48.92%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	+	0.6261	62.61%
Acute Oral Toxicity (c)	III	0.6152	61.52%
Estrogen receptor binding	-	0.7843	78.43%
Androgen receptor binding	-	0.5066	50.66%
Thyroid receptor binding	-	0.6378	63.78%
Glucocorticoid receptor binding	-	0.6633	66.33%
Aromatase binding	-	0.5326	53.26%
PPAR gamma	-	0.4890	48.90%
Honey bee toxicity	-	0.7823	78.23%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9514	95.14%

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	90.61%	91.11%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	89.60%	86.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.34%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.83%	97.09%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	83.48%	93.65%
CHEMBL3401	O75469	Pregnane X receptor	82.07%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.96%	94.00%

Plants that contains it

• Commiphora myrrha
• Lophophora williamsii
• Ophiopogon intermedius
• Porophyllum ruderale
• Traversia baccharoides

Cross-Links

• PubChem: 91711711
• NPASS: NPC167059
• LOTUS: LTS0131696
• wikiData: Q105186672