[(3aS,4S,11aR)-6-formyl-10-methyl-3-methylidene-2-oxo-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-4-yl] 2-(hydroxymethyl)prop-2-enoate

Details

• Internal ID: b19859ba-e45b-4d8b-ba71-aeed5a2c1498
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(3aS,4S,11aR)-6-formyl-10-methyl-3-methylidene-2-oxo-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-4-yl] 2-(hydroxymethyl)prop-2-enoate
• SMILES (Canonical): CC1=CCCC(=CC(C2C(C1)OC(=O)C2=C)OC(=O)C(=C)CO)C=O
• SMILES (Isomeric): CC1=CCCC(=C[C@@H]([C@@H]2[C@@H](C1)OC(=O)C2=C)OC(=O)C(=C)CO)C=O
• InChI: InChI=1S/C19H22O6/c1-11-5-4-6-14(10-21)8-16(24-18(22)12(2)9-20)17-13(3)19(23)25-15(17)7-11/h5,8,10,15-17,20H,2-4,6-7,9H2,1H3/t15-,16+,17+/m1/s1
• InChI Key: YRUWRVGOCZWDBR-IKGGRYGDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₆
• Molecular Weight: 346.40 g/mol
• Exact Mass: 346.14163842 g/mol
• Topological Polar Surface Area (TPSA): 89.90 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.80
• H-Bond Acceptor: 6
• 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	+	0.9855	98.55%
Caco-2	-	0.6297	62.97%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6796	67.96%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8910	89.10%
OATP1B3 inhibitior	+	0.9255	92.55%
MATE1 inhibitior	-	0.8212	82.12%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.7606	76.06%
P-glycoprotein inhibitior	-	0.6452	64.52%
P-glycoprotein substrate	-	0.6447	64.47%
CYP3A4 substrate	+	0.6237	62.37%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8830	88.30%
CYP3A4 inhibition	-	0.6711	67.11%
CYP2C9 inhibition	-	0.8707	87.07%
CYP2C19 inhibition	-	0.8453	84.53%
CYP2D6 inhibition	-	0.9258	92.58%
CYP1A2 inhibition	+	0.5651	56.51%
CYP2C8 inhibition	+	0.4822	48.22%
CYP inhibitory promiscuity	-	0.9051	90.51%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6825	68.25%
Eye corrosion	-	0.9657	96.57%
Eye irritation	-	0.8307	83.07%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9300	93.00%
Ames mutagenesis	-	0.5191	51.91%
Human Ether-a-go-go-Related Gene inhibition	-	0.4660	46.60%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.6791	67.91%
skin sensitisation	-	0.8482	84.82%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.5333	53.33%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.8312	83.12%
Acute Oral Toxicity (c)	III	0.6544	65.44%
Estrogen receptor binding	-	0.5996	59.96%
Androgen receptor binding	-	0.4890	48.90%
Thyroid receptor binding	-	0.6144	61.44%
Glucocorticoid receptor binding	+	0.5888	58.88%
Aromatase binding	-	0.5106	51.06%
PPAR gamma	+	0.7022	70.22%
Honey bee toxicity	-	0.8018	80.18%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9825	98.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.12%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.05%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.00%	86.33%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	90.07%	95.50%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.68%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.15%	99.17%
CHEMBL5028	O14672	ADAM10	84.03%	97.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.87%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	83.19%	94.73%
CHEMBL4208	P20618	Proteasome component C5	82.35%	90.00%
CHEMBL2581	P07339	Cathepsin D	80.59%	98.95%

Plants that contains it

• Himalaiella deltoidea

Cross-Links

• PubChem: 162867793
• LOTUS: LTS0221809
• wikiData: Q105353112