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

Details

• Internal ID: ede3b3c2-7b70-4b47-bc8b-c358f76d48eb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [(3aR,4S,5E,9Z,11aS)-4-hydroxy-6-methyl-3-methylidene-2-oxo-3a,4,7,8,11,11a-hexahydrocyclodeca[b]furan-10-yl]methyl 2-(hydroxymethyl)prop-2-enoate
• InChI: InChI=1S/C19H24O6/c1-11-5-4-6-14(10-24-18(22)12(2)9-20)8-16-17(15(21)7-11)13(3)19(23)25-16/h6-7,15-17,20-21H,2-5,8-10H2,1H3/b11-7+,14-6-/t15-,16-,17+/m0/s1
• InChI Key: NMLGOWUQMSVVMQ-LGTNZYLJSA-N
• Popularity: 0 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: 0.90
• Atomic LogP (AlogP): 1.59
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9453	94.53%
Caco-2	-	0.5775	57.75%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7261	72.61%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9044	90.44%
OATP1B3 inhibitior	+	0.9495	94.95%
MATE1 inhibitior	-	0.9012	90.12%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.7555	75.55%
P-glycoprotein inhibitior	-	0.6450	64.50%
P-glycoprotein substrate	-	0.7698	76.98%
CYP3A4 substrate	+	0.6263	62.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8506	85.06%
CYP3A4 inhibition	-	0.8242	82.42%
CYP2C9 inhibition	-	0.8868	88.68%
CYP2C19 inhibition	-	0.8315	83.15%
CYP2D6 inhibition	-	0.9059	90.59%
CYP1A2 inhibition	-	0.5625	56.25%
CYP2C8 inhibition	-	0.5659	56.59%
CYP inhibitory promiscuity	-	0.8705	87.05%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6478	64.78%
Eye corrosion	-	0.9704	97.04%
Eye irritation	-	0.8161	81.61%
Skin irritation	-	0.6413	64.13%
Skin corrosion	-	0.9330	93.30%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5820	58.20%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	+	0.6125	61.25%
skin sensitisation	-	0.8739	87.39%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.8437	84.37%
Acute Oral Toxicity (c)	III	0.5617	56.17%
Estrogen receptor binding	-	0.4947	49.47%
Androgen receptor binding	-	0.4845	48.45%
Thyroid receptor binding	-	0.5508	55.08%
Glucocorticoid receptor binding	+	0.7994	79.94%
Aromatase binding	+	0.6140	61.40%
PPAR gamma	+	0.7177	71.77%
Honey bee toxicity	-	0.7460	74.60%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9791	97.91%

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	94.06%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.39%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.80%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.90%	99.23%
CHEMBL2581	P07339	Cathepsin D	88.33%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.72%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.49%	89.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.40%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.21%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.44%	100.00%

Plants that contains it

• Gochnatia hypoleuca

Cross-Links

• PubChem: 162891051
• LOTUS: LTS0175285
• wikiData: Q105181842