[(3aR,5Z,9Z,11aS)-10-(hydroxymethyl)-3-methylidene-2-oxo-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-6-yl]methyl 2-(hydroxymethyl)prop-2-enoate

Details

• Internal ID: 8f667202-1be2-4f80-a83c-4565750235c9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(3aR,5Z,9Z,11aS)-10-(hydroxymethyl)-3-methylidene-2-oxo-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-6-yl]methyl 2-(hydroxymethyl)prop-2-enoate
• InChI: InChI=1S/C19H24O6/c1-12(9-20)18(22)24-11-14-4-3-5-15(10-21)8-17-16(7-6-14)13(2)19(23)25-17/h5-6,16-17,20-21H,1-4,7-11H2/b14-6-,15-5-/t16-,17+/m1/s1
• InChI Key: JOUCMZSFDFFLDB-HNMSIVGPSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₆
• Molecular Weight: 348.40 g/mol
• Exact Mass: 348.15728848 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.59
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9171	91.71%
Caco-2	-	0.7266	72.66%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.8089	80.89%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.8942	89.42%
OATP1B3 inhibitior	+	0.9567	95.67%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7820	78.20%
BSEP inhibitior	-	0.7989	79.89%
P-glycoprotein inhibitior	-	0.7438	74.38%
P-glycoprotein substrate	-	0.7911	79.11%
CYP3A4 substrate	+	0.5919	59.19%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8268	82.68%
CYP3A4 inhibition	-	0.8718	87.18%
CYP2C9 inhibition	-	0.8808	88.08%
CYP2C19 inhibition	-	0.7952	79.52%
CYP2D6 inhibition	-	0.9057	90.57%
CYP1A2 inhibition	-	0.7149	71.49%
CYP2C8 inhibition	+	0.5205	52.05%
CYP inhibitory promiscuity	-	0.8956	89.56%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9643	96.43%
Carcinogenicity (trinary)	Non-required	0.6639	66.39%
Eye corrosion	-	0.9500	95.00%
Eye irritation	-	0.5762	57.62%
Skin irritation	-	0.7561	75.61%
Skin corrosion	-	0.9349	93.49%
Ames mutagenesis	-	0.6400	64.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4679	46.79%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.6232	62.32%
skin sensitisation	-	0.8636	86.36%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.7690	76.90%
Acute Oral Toxicity (c)	III	0.4992	49.92%
Estrogen receptor binding	+	0.6279	62.79%
Androgen receptor binding	+	0.5382	53.82%
Thyroid receptor binding	-	0.5872	58.72%
Glucocorticoid receptor binding	+	0.8163	81.63%
Aromatase binding	+	0.5516	55.16%
PPAR gamma	+	0.5737	57.37%
Honey bee toxicity	-	0.7510	75.10%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9194	91.94%

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	96.20%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.60%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.66%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.32%	97.25%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.00%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.83%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.79%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.95%	99.23%

Plants that contains it

• Mikania cordifolia

Cross-Links

• PubChem: 16052838
• LOTUS: LTS0134196
• wikiData: Q105132535