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

Details

• Internal ID: f11e2c79-d64d-425c-beb1-af953e708928
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: [6,10-bis(hydroxymethyl)-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] 2-(hydroxymethyl)prop-2-enoate
• SMILES (Canonical): C=C1C2C(CC(=CCCC(=CC2OC1=O)CO)CO)OC(=O)C(=C)CO
• SMILES (Isomeric): C=C1C2C(CC(=CCCC(=CC2OC1=O)CO)CO)OC(=O)C(=C)CO
• InChI: InChI=1S/C19H24O7/c1-11(8-20)18(23)25-15-6-13(9-21)4-3-5-14(10-22)7-16-17(15)12(2)19(24)26-16/h4,7,15-17,20-22H,1-3,5-6,8-10H2
• InChI Key: OHBYDHHDXCVQSF-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₄O₇
• Molecular Weight: 364.40 g/mol
• Exact Mass: 364.15220310 g/mol
• Topological Polar Surface Area (TPSA): 113.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): 0.57
• H-Bond Acceptor: 7
• H-Bond Donor: 3
• 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	-	0.7438	74.38%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8089	80.89%
OATP2B1 inhibitior	-	0.8616	86.16%
OATP1B1 inhibitior	+	0.9186	91.86%
OATP1B3 inhibitior	+	0.9567	95.67%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7820	78.20%
BSEP inhibitior	-	0.8467	84.67%
P-glycoprotein inhibitior	-	0.7312	73.12%
P-glycoprotein substrate	-	0.6828	68.28%
CYP3A4 substrate	+	0.6013	60.13%
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	-	0.7088	70.88%
CYP inhibitory promiscuity	-	0.8956	89.56%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9643	96.43%
Carcinogenicity (trinary)	Non-required	0.6639	66.39%
Eye corrosion	-	0.9500	95.00%
Eye irritation	-	0.6458	64.58%
Skin irritation	-	0.7561	75.61%
Skin corrosion	-	0.9349	93.49%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4811	48.11%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.5000	50.00%
skin sensitisation	-	0.8636	86.36%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.5230	52.30%
Acute Oral Toxicity (c)	III	0.4992	49.92%
Estrogen receptor binding	+	0.5485	54.85%
Androgen receptor binding	-	0.5241	52.41%
Thyroid receptor binding	-	0.6048	60.48%
Glucocorticoid receptor binding	+	0.5509	55.09%
Aromatase binding	+	0.5364	53.64%
PPAR gamma	+	0.6246	62.46%
Honey bee toxicity	-	0.7064	70.64%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
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	97.67%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.13%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.41%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.07%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.82%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.00%	86.33%
CHEMBL217	P14416	Dopamine D2 receptor	82.64%	95.62%
CHEMBL2581	P07339	Cathepsin D	81.06%	98.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.55%	99.17%

Plants that contains it

• Jurinea eriobasis

Cross-Links

• PubChem: 162878173
• LOTUS: LTS0098100
• wikiData: Q105191993