(1S,7R,9S,10R,12S)-7-hydroxy-4,9-dimethyl-13-methylidene-6-oxatetracyclo[7.4.0.03,7.010,12]tridec-3-en-5-one

Details

• Internal ID: 933d323b-75f8-4a5e-9124-8122b35bee4c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: (1S,7R,9S,10R,12S)-7-hydroxy-4,9-dimethyl-13-methylidene-6-oxatetracyclo[7.4.0.03,7.010,12]tridec-3-en-5-one
• SMILES (Canonical): CC1=C2CC3C(=C)C4CC4C3(CC2(OC1=O)O)C
• SMILES (Isomeric): CC1=C2C[C@H]3C(=C)[C@H]4C[C@H]4[C@@]3(C[C@]2(OC1=O)O)C
• InChI: InChI=1S/C15H18O3/c1-7-9-4-12(9)14(3)6-15(17)11(5-10(7)14)8(2)13(16)18-15/h9-10,12,17H,1,4-6H2,2-3H3/t9-,10+,12-,14-,15-/m1/s1
• InChI Key: LBKJBRYQBJBZHN-XFFHKKHPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.17
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.5992	59.92%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.6177	61.77%
OATP2B1 inhibitior	-	0.8554	85.54%
OATP1B1 inhibitior	+	0.8730	87.30%
OATP1B3 inhibitior	+	0.9373	93.73%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.8819	88.19%
P-glycoprotein inhibitior	-	0.9207	92.07%
P-glycoprotein substrate	-	0.8756	87.56%
CYP3A4 substrate	+	0.6458	64.58%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8755	87.55%
CYP3A4 inhibition	-	0.5305	53.05%
CYP2C9 inhibition	-	0.8763	87.63%
CYP2C19 inhibition	-	0.8024	80.24%
CYP2D6 inhibition	-	0.9558	95.58%
CYP1A2 inhibition	-	0.6875	68.75%
CYP2C8 inhibition	-	0.8125	81.25%
CYP inhibitory promiscuity	-	0.8962	89.62%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4632	46.32%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.8238	82.38%
Skin irritation	-	0.5168	51.68%
Skin corrosion	-	0.9127	91.27%
Ames mutagenesis	-	0.5565	55.65%
Human Ether-a-go-go-Related Gene inhibition	-	0.3701	37.01%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.7335	73.35%
skin sensitisation	-	0.6408	64.08%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.6596	65.96%
Acute Oral Toxicity (c)	III	0.2846	28.46%
Estrogen receptor binding	-	0.5079	50.79%
Androgen receptor binding	+	0.6937	69.37%
Thyroid receptor binding	+	0.6104	61.04%
Glucocorticoid receptor binding	+	0.6019	60.19%
Aromatase binding	+	0.5288	52.88%
PPAR gamma	+	0.6270	62.70%
Honey bee toxicity	-	0.8051	80.51%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6900	69.00%
Fish aquatic toxicity	+	0.9960	99.60%

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	94.56%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.17%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.64%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.61%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.37%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.52%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.49%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.68%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.42%	97.25%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162879203
• LOTUS: LTS0073786
• wikiData: Q105149383