[(3aS,4R,6R,7S,10S,11aR)-6,7-dihydroxy-6,10-dimethyl-3-methylidene-2,9-dioxo-3a,4,5,7,8,10,11,11a-octahydrocyclodeca[b]furan-4-yl] 2-methylpropanoate

Details

• Internal ID: 241c14e7-ea0d-4162-99c8-deb5850505be
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(3aS,4R,6R,7S,10S,11aR)-6,7-dihydroxy-6,10-dimethyl-3-methylidene-2,9-dioxo-3a,4,5,7,8,10,11,11a-octahydrocyclodeca[b]furan-4-yl] 2-methylpropanoate
• SMILES (Canonical): CC1CC2C(C(CC(C(CC1=O)O)(C)O)OC(=O)C(C)C)C(=C)C(=O)O2
• SMILES (Isomeric): C[C@H]1C[C@@H]2[C@@H]([C@@H](C[C@@]([C@H](CC1=O)O)(C)O)OC(=O)C(C)C)C(=C)C(=O)O2
• InChI: InChI=1S/C19H28O7/c1-9(2)17(22)26-14-8-19(5,24)15(21)7-12(20)10(3)6-13-16(14)11(4)18(23)25-13/h9-10,13-16,21,24H,4,6-8H2,1-3,5H3/t10-,13+,14+,15-,16-,19+/m0/s1
• InChI Key: ZWJXUWIAGJLWCY-HSBBWFQZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₈O₇
• Molecular Weight: 368.40 g/mol
• Exact Mass: 368.18350323 g/mol
• Topological Polar Surface Area (TPSA): 110.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.15
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9819	98.19%
Caco-2	+	0.5881	58.81%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.6861	68.61%
OATP2B1 inhibitior	-	0.8610	86.10%
OATP1B1 inhibitior	+	0.8983	89.83%
OATP1B3 inhibitior	+	0.8738	87.38%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9228	92.28%
P-glycoprotein inhibitior	-	0.6415	64.15%
P-glycoprotein substrate	-	0.6060	60.60%
CYP3A4 substrate	+	0.6475	64.75%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8898	88.98%
CYP3A4 inhibition	-	0.7506	75.06%
CYP2C9 inhibition	-	0.7753	77.53%
CYP2C19 inhibition	-	0.7603	76.03%
CYP2D6 inhibition	-	0.9412	94.12%
CYP1A2 inhibition	-	0.7388	73.88%
CYP2C8 inhibition	-	0.7660	76.60%
CYP inhibitory promiscuity	-	0.9695	96.95%
UGT catelyzed	+	0.5362	53.62%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5720	57.20%
Eye corrosion	-	0.9798	97.98%
Eye irritation	-	0.8502	85.02%
Skin irritation	-	0.5954	59.54%
Skin corrosion	-	0.9217	92.17%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5884	58.84%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.7625	76.25%
skin sensitisation	-	0.7336	73.36%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.6809	68.09%
Acute Oral Toxicity (c)	III	0.2934	29.34%
Estrogen receptor binding	+	0.8590	85.90%
Androgen receptor binding	+	0.6752	67.52%
Thyroid receptor binding	+	0.5182	51.82%
Glucocorticoid receptor binding	+	0.7395	73.95%
Aromatase binding	+	0.5327	53.27%
PPAR gamma	+	0.5322	53.22%
Honey bee toxicity	-	0.6855	68.55%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9937	99.37%

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	97.19%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.84%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.90%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.99%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.66%	94.45%
CHEMBL2996	Q05655	Protein kinase C delta	91.29%	97.79%
CHEMBL221	P23219	Cyclooxygenase-1	91.19%	90.17%
CHEMBL299	P17252	Protein kinase C alpha	90.68%	98.03%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.74%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.79%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.46%	99.23%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	86.35%	96.47%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.95%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.63%	86.33%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.28%	91.07%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.37%	97.14%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.22%	95.50%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.92%	96.77%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	81.86%	98.75%
CHEMBL2581	P07339	Cathepsin D	81.42%	98.95%
CHEMBL3267	P48736	PI3-kinase p110-gamma subunit	80.55%	95.71%
CHEMBL340	P08684	Cytochrome P450 3A4	80.34%	91.19%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.33%	95.71%

Plants that contains it

• Hymenopappus newberryi
• Hymenopappus scabiosaeus
• Mikania goyazensis
• Tithonia diversifolia

Cross-Links

• PubChem: 162911213
• LOTUS: LTS0109110
• wikiData: Q105259139