(4R,7S,8R,9S,12R)-6-methyl-9-[(2R)-6-methylhept-5-en-2-yl]-3-oxatricyclo[5.4.1.04,12]dodeca-1(11),5-dien-8-ol

Details

• Internal ID: 61cc7560-49f0-46b2-9199-f9b8a71defa4
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (4R,7S,8R,9S,12R)-6-methyl-9-[(2R)-6-methylhept-5-en-2-yl]-3-oxatricyclo[5.4.1.04,12]dodeca-1(11),5-dien-8-ol
• InChI: InChI=1S/C20H30O2/c1-12(2)6-5-7-13(3)16-9-8-15-11-22-17-10-14(4)18(19(15)17)20(16)21/h6,8,10,13,16-21H,5,7,9,11H2,1-4H3/t13-,16+,17-,18-,19-,20-/m1/s1
• InChI Key: XRDMWBASXREZHU-RTXHNSRMSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₂
• Molecular Weight: 302.50 g/mol
• Exact Mass: 302.224580195 g/mol
• Topological Polar Surface Area (TPSA): 29.50 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 4.27
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9952	99.52%
Caco-2	+	0.6495	64.95%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5464	54.64%
OATP2B1 inhibitior	-	0.8604	86.04%
OATP1B1 inhibitior	+	0.8926	89.26%
OATP1B3 inhibitior	+	0.9553	95.53%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.6094	60.94%
P-glycoprotein inhibitior	-	0.7930	79.30%
P-glycoprotein substrate	-	0.6473	64.73%
CYP3A4 substrate	+	0.5426	54.26%
CYP2C9 substrate	-	0.8030	80.30%
CYP2D6 substrate	-	0.6647	66.47%
CYP3A4 inhibition	-	0.7125	71.25%
CYP2C9 inhibition	-	0.6762	67.62%
CYP2C19 inhibition	-	0.6679	66.79%
CYP2D6 inhibition	-	0.8676	86.76%
CYP1A2 inhibition	+	0.6175	61.75%
CYP2C8 inhibition	-	0.8811	88.11%
CYP inhibitory promiscuity	-	0.6208	62.08%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5968	59.68%
Eye corrosion	-	0.9628	96.28%
Eye irritation	-	0.9684	96.84%
Skin irritation	-	0.6436	64.36%
Skin corrosion	-	0.9312	93.12%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3673	36.73%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.5882	58.82%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.5946	59.46%
Acute Oral Toxicity (c)	III	0.6169	61.69%
Estrogen receptor binding	-	0.5555	55.55%
Androgen receptor binding	-	0.4841	48.41%
Thyroid receptor binding	-	0.4912	49.12%
Glucocorticoid receptor binding	-	0.5295	52.95%
Aromatase binding	-	0.8738	87.38%
PPAR gamma	-	0.5878	58.78%
Honey bee toxicity	-	0.8697	86.97%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9731	97.31%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.23%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.30%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.96%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	90.69%	94.73%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.62%	93.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.60%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.80%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	86.21%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.03%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.19%	90.71%
CHEMBL221	P23219	Cyclooxygenase-1	82.85%	90.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162901708
• LOTUS: LTS0243285
• wikiData: Q105340407