[(1R,2E,10R,11S)-3-formyl-11-methyl-7-methylidene-6-oxo-11-bicyclo[8.1.0]undec-2-enyl]methyl acetate

Details

• Internal ID: a1e859a4-9b9f-426b-9261-1ead634fa01e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: [(1R,2E,10R,11S)-3-formyl-11-methyl-7-methylidene-6-oxo-11-bicyclo[8.1.0]undec-2-enyl]methyl acetate
• SMILES (Canonical): CC(=O)OCC1(C2C1C=C(CCC(=O)C(=C)CC2)C=O)C
• SMILES (Isomeric): CC(=O)OC[C@]1([C@H]2[C@H]1/C=C(\CCC(=O)C(=C)CC2)/C=O)C
• InChI: InChI=1S/C17H22O4/c1-11-4-6-14-15(17(14,3)10-21-12(2)19)8-13(9-18)5-7-16(11)20/h8-9,14-15H,1,4-7,10H2,2-3H3/b13-8+/t14-,15-,17+/m1/s1
• InChI Key: ZUWPSFKGEACNOM-YKUCLJIESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₂O₄
• Molecular Weight: 290.40 g/mol
• Exact Mass: 290.15180918 g/mol
• Topological Polar Surface Area (TPSA): 60.40 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.63
• 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	+	0.9891	98.91%
Caco-2	+	0.6720	67.20%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8109	81.09%
OATP2B1 inhibitior	-	0.8618	86.18%
OATP1B1 inhibitior	+	0.8230	82.30%
OATP1B3 inhibitior	+	0.9299	92.99%
MATE1 inhibitior	+	0.7600	76.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.4512	45.12%
P-glycoprotein inhibitior	-	0.7228	72.28%
P-glycoprotein substrate	-	0.8107	81.07%
CYP3A4 substrate	+	0.6253	62.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9020	90.20%
CYP3A4 inhibition	-	0.7183	71.83%
CYP2C9 inhibition	-	0.8625	86.25%
CYP2C19 inhibition	-	0.8559	85.59%
CYP2D6 inhibition	-	0.9115	91.15%
CYP1A2 inhibition	-	0.7107	71.07%
CYP2C8 inhibition	-	0.6103	61.03%
CYP inhibitory promiscuity	-	0.8830	88.30%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8200	82.00%
Carcinogenicity (trinary)	Non-required	0.6113	61.13%
Eye corrosion	-	0.9730	97.30%
Eye irritation	-	0.8601	86.01%
Skin irritation	-	0.5712	57.12%
Skin corrosion	-	0.9747	97.47%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7890	78.90%
Micronuclear	-	0.6800	68.00%
Hepatotoxicity	+	0.5907	59.07%
skin sensitisation	-	0.5970	59.70%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5392	53.92%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.6351	63.51%
Acute Oral Toxicity (c)	III	0.7451	74.51%
Estrogen receptor binding	+	0.7725	77.25%
Androgen receptor binding	-	0.5778	57.78%
Thyroid receptor binding	+	0.5243	52.43%
Glucocorticoid receptor binding	+	0.6856	68.56%
Aromatase binding	+	0.5389	53.89%
PPAR gamma	+	0.6095	60.95%
Honey bee toxicity	-	0.8500	85.00%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.9967	99.67%

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	96.57%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.19%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.94%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.14%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.06%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.95%	100.00%
CHEMBL2581	P07339	Cathepsin D	86.71%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	82.42%	83.82%
CHEMBL5028	O14672	ADAM10	82.32%	97.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.42%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	81.12%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.91%	95.89%
CHEMBL221	P23219	Cyclooxygenase-1	80.40%	90.17%

Plants that contains it

• Aristolochia cucurbitifolia

Cross-Links

• PubChem: 163002311
• LOTUS: LTS0247327
• wikiData: Q105384161