14-Hydroxy-3,12-dimethyl-7-methylidene-2,9-dioxatetracyclo[9.3.0.01,3.06,10]tetradec-12-en-8-one

Details

• Internal ID: 56a7e95c-b130-4ced-8226-9e5063cc90dd
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: 14-hydroxy-3,12-dimethyl-7-methylidene-2,9-dioxatetracyclo[9.3.0.01,3.06,10]tetradec-12-en-8-one
• SMILES (Canonical): CC1=CC(C23C1C4C(CCC2(O3)C)C(=C)C(=O)O4)O
• SMILES (Isomeric): CC1=CC(C23C1C4C(CCC2(O3)C)C(=C)C(=O)O4)O
• InChI: InChI=1S/C15H18O4/c1-7-6-10(16)15-11(7)12-9(8(2)13(17)18-12)4-5-14(15,3)19-15/h6,9-12,16H,2,4-5H2,1,3H3
• InChI Key: YOGVLSGDLKMBNE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.12050905 g/mol
• Topological Polar Surface Area (TPSA): 59.10 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.34
• H-Bond Acceptor: 4
• 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	+	0.9675	96.75%
Caco-2	+	0.6473	64.73%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5689	56.89%
OATP2B1 inhibitior	-	0.8574	85.74%
OATP1B1 inhibitior	+	0.7688	76.88%
OATP1B3 inhibitior	+	0.9492	94.92%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.9546	95.46%
P-glycoprotein inhibitior	-	0.8931	89.31%
P-glycoprotein substrate	-	0.8719	87.19%
CYP3A4 substrate	+	0.6212	62.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8320	83.20%
CYP3A4 inhibition	-	0.8343	83.43%
CYP2C9 inhibition	-	0.8742	87.42%
CYP2C19 inhibition	-	0.8694	86.94%
CYP2D6 inhibition	-	0.9106	91.06%
CYP1A2 inhibition	+	0.5601	56.01%
CYP2C8 inhibition	+	0.4606	46.06%
CYP inhibitory promiscuity	-	0.9366	93.66%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4839	48.39%
Eye corrosion	-	0.9730	97.30%
Eye irritation	-	0.8598	85.98%
Skin irritation	-	0.5574	55.74%
Skin corrosion	-	0.8158	81.58%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6081	60.81%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.8305	83.05%
skin sensitisation	-	0.7078	70.78%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.6671	66.71%
Acute Oral Toxicity (c)	III	0.3643	36.43%
Estrogen receptor binding	+	0.7160	71.60%
Androgen receptor binding	+	0.6267	62.67%
Thyroid receptor binding	+	0.6104	61.04%
Glucocorticoid receptor binding	+	0.5433	54.33%
Aromatase binding	-	0.6155	61.55%
PPAR gamma	+	0.5845	58.45%
Honey bee toxicity	-	0.8961	89.61%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9118	91.18%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3038477	P67870	Casein kinase II alpha/beta	92.83%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.04%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.13%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.72%	91.11%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.07%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.63%	89.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.58%	93.03%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.51%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.11%	97.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.67%	97.25%
CHEMBL4530	P00488	Coagulation factor XIII	80.63%	96.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.05%	100.00%

Plants that contains it

• Artemisia gorgonum
• Kaunia lasiophthalma

Cross-Links

• PubChem: 14589151
• LOTUS: LTS0143899
• wikiData: Q105351318