(1S,2S,4S,7Z,11S)-8-(hydroxymethyl)-4-methyl-12-methylidene-3,14-dioxatricyclo[9.3.0.02,4]tetradec-7-en-13-one

Details

• Internal ID: d33e383e-acdb-43be-97e5-1ef0fcf08686
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Germacranolides and derivatives
• IUPAC Name: (1S,2S,4S,7Z,11S)-8-(hydroxymethyl)-4-methyl-12-methylidene-3,14-dioxatricyclo[9.3.0.02,4]tetradec-7-en-13-one
• SMILES (Canonical): CC12CCC=C(CCC3C(C1O2)OC(=O)C3=C)CO
• SMILES (Isomeric): C[C@]12CC/C=C(/CC[C@@H]3[C@@H]([C@@H]1O2)OC(=O)C3=C)\CO
• InChI: InChI=1S/C15H20O4/c1-9-11-6-5-10(8-16)4-3-7-15(2)13(19-15)12(11)18-14(9)17/h4,11-13,16H,1,3,5-8H2,2H3/b10-4-/t11-,12-,13-,15-/m0/s1
• InChI Key: BAURYGOYSLZFPX-JOSVIIIASA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 59.10 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.73
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9761	97.61%
Caco-2	+	0.8150	81.50%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7394	73.94%
OATP2B1 inhibitior	-	0.8576	85.76%
OATP1B1 inhibitior	+	0.9144	91.44%
OATP1B3 inhibitior	+	0.9496	94.96%
MATE1 inhibitior	-	0.9212	92.12%
OCT2 inhibitior	+	0.5577	55.77%
BSEP inhibitior	-	0.9383	93.83%
P-glycoprotein inhibitior	-	0.8752	87.52%
P-glycoprotein substrate	-	0.8577	85.77%
CYP3A4 substrate	+	0.5973	59.73%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8478	84.78%
CYP3A4 inhibition	-	0.9286	92.86%
CYP2C9 inhibition	-	0.8255	82.55%
CYP2C19 inhibition	-	0.8783	87.83%
CYP2D6 inhibition	-	0.9269	92.69%
CYP1A2 inhibition	-	0.6683	66.83%
CYP2C8 inhibition	-	0.6827	68.27%
CYP inhibitory promiscuity	-	0.9426	94.26%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5283	52.83%
Eye corrosion	-	0.9768	97.68%
Eye irritation	-	0.8535	85.35%
Skin irritation	-	0.5915	59.15%
Skin corrosion	-	0.9199	91.99%
Ames mutagenesis	-	0.6970	69.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4066	40.66%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.6604	66.04%
skin sensitisation	-	0.8283	82.83%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.4829	48.29%
Acute Oral Toxicity (c)	III	0.5168	51.68%
Estrogen receptor binding	+	0.6772	67.72%
Androgen receptor binding	+	0.8432	84.32%
Thyroid receptor binding	+	0.6060	60.60%
Glucocorticoid receptor binding	+	0.7570	75.70%
Aromatase binding	-	0.6127	61.27%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8393	83.93%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9582	95.82%

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	97.14%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.40%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.09%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.96%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.52%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.12%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.57%	94.45%
CHEMBL2581	P07339	Cathepsin D	84.23%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.80%	95.89%
CHEMBL1944495	P28065	Proteasome subunit beta type-9	80.22%	97.50%

Plants that contains it

• Magnolia grandiflora

Cross-Links

• PubChem: 163189704
• LOTUS: LTS0116293
• wikiData: Q104922450