[(1S,2S,5S,6R,7S,9R,10R,11S,13R,14S)-9,10,14-trihydroxy-5,9,14-trimethyl-4-oxo-3,12-dioxatetracyclo[8.4.0.02,6.011,13]tetradecan-7-yl] acetate

Details

• Internal ID: 5545a315-8d24-4fa2-b370-4f1f6a134d80
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: [(1S,2S,5S,6R,7S,9R,10R,11S,13R,14S)-9,10,14-trihydroxy-5,9,14-trimethyl-4-oxo-3,12-dioxatetracyclo[8.4.0.02,6.011,13]tetradecan-7-yl] acetate
• InChI: InChI=1S/C17H24O8/c1-6-9-8(23-7(2)18)5-15(3,20)17(22)11(10(9)24-14(6)19)16(4,21)12-13(17)25-12/h6,8-13,20-22H,5H2,1-4H3/t6-,8-,9+,10-,11-,12+,13-,15+,16-,17+/m0/s1
• InChI Key: HVCVPIADBNQJRC-BVIHVHLHSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₈
• Molecular Weight: 356.40 g/mol
• Exact Mass: 356.14711772 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: -1.10
• Atomic LogP (AlogP): -0.87
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6936	69.36%
Caco-2	-	0.8028	80.28%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.5180	51.80%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.9036	90.36%
OATP1B3 inhibitior	+	0.9400	94.00%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	-	0.8964	89.64%
P-glycoprotein inhibitior	-	0.7948	79.48%
P-glycoprotein substrate	-	0.7325	73.25%
CYP3A4 substrate	+	0.6473	64.73%
CYP2C9 substrate	-	0.8063	80.63%
CYP2D6 substrate	-	0.8675	86.75%
CYP3A4 inhibition	-	0.6440	64.40%
CYP2C9 inhibition	-	0.9266	92.66%
CYP2C19 inhibition	-	0.8948	89.48%
CYP2D6 inhibition	-	0.9465	94.65%
CYP1A2 inhibition	-	0.8977	89.77%
CYP2C8 inhibition	-	0.8997	89.97%
CYP inhibitory promiscuity	-	0.9837	98.37%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5505	55.05%
Eye corrosion	-	0.9830	98.30%
Eye irritation	-	0.9322	93.22%
Skin irritation	-	0.7068	70.68%
Skin corrosion	-	0.8735	87.35%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3876	38.76%
Micronuclear	-	0.5300	53.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.8294	82.94%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.7534	75.34%
Acute Oral Toxicity (c)	III	0.4942	49.42%
Estrogen receptor binding	+	0.8463	84.63%
Androgen receptor binding	+	0.5958	59.58%
Thyroid receptor binding	+	0.6680	66.80%
Glucocorticoid receptor binding	-	0.5458	54.58%
Aromatase binding	-	0.5731	57.31%
PPAR gamma	+	0.6847	68.47%
Honey bee toxicity	-	0.8318	83.18%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5050	50.50%
Fish aquatic toxicity	-	0.4150	41.50%

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	93.50%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.09%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.25%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.64%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.82%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	84.79%	91.19%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.23%	97.25%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.19%	97.14%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.00%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.89%	99.23%

Plants that contains it

• Artemisia montana

Cross-Links

• PubChem: 162904126
• LOTUS: LTS0213801
• wikiData: Q105034189