(1R,3R,6S,7S,10R,11R,14S)-14-hydroxy-3,7,12-trimethyl-2,9-dioxatetracyclo[9.3.0.01,3.06,10]tetradec-12-en-8-one

Details

• Internal ID: 298ddec7-13ad-424f-9947-ae4860e75e55
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: (1R,3R,6S,7S,10R,11R,14S)-14-hydroxy-3,7,12-trimethyl-2,9-dioxatetracyclo[9.3.0.01,3.06,10]tetradec-12-en-8-one
• SMILES (Canonical): CC1C2CCC3(C4(O3)C(C=C(C4C2OC1=O)C)O)C
• SMILES (Isomeric): C[C@H]1[C@@H]2CC[C@@]3([C@]4(O3)[C@H](C=C([C@@H]4[C@@H]2OC1=O)C)O)C
• InChI: InChI=1S/C15H20O4/c1-7-6-10(16)15-11(7)12-9(8(2)13(17)18-12)4-5-14(15,3)19-15/h6,8-12,16H,4-5H2,1-3H3/t8-,9-,10-,11+,12+,14+,15-/m0/s1
• InChI Key: WYLYASIANZEUSE-BEQITKAESA-N
• Popularity: 0 references 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: 0.70
• Atomic LogP (AlogP): 1.42
• 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	+	0.9685	96.85%
Caco-2	+	0.6729	67.29%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5306	53.06%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.8463	84.63%
OATP1B3 inhibitior	+	0.9562	95.62%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.9261	92.61%
P-glycoprotein inhibitior	-	0.8990	89.90%
P-glycoprotein substrate	-	0.7981	79.81%
CYP3A4 substrate	+	0.6255	62.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8359	83.59%
CYP3A4 inhibition	-	0.8672	86.72%
CYP2C9 inhibition	-	0.8379	83.79%
CYP2C19 inhibition	-	0.8275	82.75%
CYP2D6 inhibition	-	0.9338	93.38%
CYP1A2 inhibition	+	0.6741	67.41%
CYP2C8 inhibition	-	0.8273	82.73%
CYP inhibitory promiscuity	-	0.9336	93.36%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4095	40.95%
Eye corrosion	-	0.9823	98.23%
Eye irritation	-	0.9552	95.52%
Skin irritation	+	0.5160	51.60%
Skin corrosion	-	0.8141	81.41%
Ames mutagenesis	-	0.7537	75.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5977	59.77%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.7408	74.08%
skin sensitisation	-	0.7466	74.66%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.5540	55.40%
Acute Oral Toxicity (c)	III	0.4096	40.96%
Estrogen receptor binding	+	0.7137	71.37%
Androgen receptor binding	+	0.6527	65.27%
Thyroid receptor binding	+	0.5930	59.30%
Glucocorticoid receptor binding	-	0.5200	52.00%
Aromatase binding	-	0.7082	70.82%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.8626	86.26%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.8413	84.13%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	90.06%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.50%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.45%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.31%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.30%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.01%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.66%	89.00%
CHEMBL2581	P07339	Cathepsin D	82.78%	98.95%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.67%	97.14%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	81.30%	93.04%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.65%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.49%	86.33%

Plants that contains it

• Artemisia gorgonum

Cross-Links

• PubChem: 162900333
• LOTUS: LTS0128098
• wikiData: Q105322393