[(1S,5S,9R,10S)-5-methoxy-10-methyl-2,6-dimethylidene-7-oxo-10-bicyclo[7.2.0]undecanyl]methyl acetate

Details

• Internal ID: fcfd715d-411b-4ef9-8331-04af9fc6faa8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: [(1S,5S,9R,10S)-5-methoxy-10-methyl-2,6-dimethylidene-7-oxo-10-bicyclo[7.2.0]undecanyl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1(CC2C1CC(=O)C(=C)C(CCC2=C)OC)C
• SMILES (Isomeric): CC(=O)OC[C@]1(C[C@H]2[C@H]1CC(=O)C(=C)[C@H](CCC2=C)OC)C
• InChI: InChI=1S/C18H26O4/c1-11-6-7-17(21-5)12(2)16(20)8-15-14(11)9-18(15,4)10-22-13(3)19/h14-15,17H,1-2,6-10H2,3-5H3/t14-,15-,17+,18-/m1/s1
• InChI Key: DZYFVCXNJAYEPO-XYVMCAHJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₆O₄
• Molecular Weight: 306.40 g/mol
• Exact Mass: 306.18310931 g/mol
• Topological Polar Surface Area (TPSA): 52.60 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 3.07
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9861	98.61%
Caco-2	+	0.6476	64.76%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.7689	76.89%
OATP2B1 inhibitior	-	0.8581	85.81%
OATP1B1 inhibitior	+	0.8220	82.20%
OATP1B3 inhibitior	+	0.8942	89.42%
MATE1 inhibitior	+	0.5200	52.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.8062	80.62%
P-glycoprotein inhibitior	-	0.6329	63.29%
P-glycoprotein substrate	-	0.7869	78.69%
CYP3A4 substrate	+	0.6680	66.80%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8863	88.63%
CYP3A4 inhibition	-	0.6561	65.61%
CYP2C9 inhibition	-	0.8570	85.70%
CYP2C19 inhibition	-	0.8033	80.33%
CYP2D6 inhibition	-	0.9493	94.93%
CYP1A2 inhibition	-	0.6503	65.03%
CYP2C8 inhibition	-	0.6046	60.46%
CYP inhibitory promiscuity	-	0.9418	94.18%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7400	74.00%
Carcinogenicity (trinary)	Non-required	0.5936	59.36%
Eye corrosion	-	0.9747	97.47%
Eye irritation	-	0.6602	66.02%
Skin irritation	-	0.5943	59.43%
Skin corrosion	-	0.9737	97.37%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4218	42.18%
Micronuclear	-	0.7800	78.00%
Hepatotoxicity	-	0.5342	53.42%
skin sensitisation	-	0.7966	79.66%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.5281	52.81%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	+	0.5364	53.64%
Acute Oral Toxicity (c)	III	0.6688	66.88%
Estrogen receptor binding	+	0.7187	71.87%
Androgen receptor binding	-	0.4878	48.78%
Thyroid receptor binding	-	0.5413	54.13%
Glucocorticoid receptor binding	+	0.7153	71.53%
Aromatase binding	-	0.5653	56.53%
PPAR gamma	-	0.5119	51.19%
Honey bee toxicity	-	0.7664	76.64%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9916	99.16%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.88%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.34%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.29%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.46%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.00%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.65%	97.09%
CHEMBL2581	P07339	Cathepsin D	87.42%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.27%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	86.71%	91.19%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.87%	92.94%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.41%	94.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.52%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.14%	86.33%

Plants that contains it

• Pulicaria arabica

Cross-Links

• PubChem: 101630644
• LOTUS: LTS0190057
• wikiData: Q104992100