[(1R,2R,4S,5R,6S,9S,10R,11S,13S)-10-chloro-2,11-dihydroxy-2,6,11-trimethyl-7-oxo-8,14-dioxatetracyclo[8.4.0.01,13.05,9]tetradecan-4-yl] 2-methylpropanoate

Details

• Internal ID: 35775f3f-79f2-4a2b-b72e-8b1139d72004
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Guaianolides and derivatives
• IUPAC Name: [(1R,2R,4S,5R,6S,9S,10R,11S,13S)-10-chloro-2,11-dihydroxy-2,6,11-trimethyl-7-oxo-8,14-dioxatetracyclo[8.4.0.01,13.05,9]tetradecan-4-yl] 2-methylpropanoate
• InChI: InChI=1S/C19H27ClO7/c1-8(2)14(21)25-10-6-17(5,24)19-11(27-19)7-16(4,23)18(19,20)13-12(10)9(3)15(22)26-13/h8-13,23-24H,6-7H2,1-5H3/t9-,10-,11-,12+,13-,16-,17+,18+,19+/m0/s1
• InChI Key: SKUDQVAPWPVZPH-HFDQNHLESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₇ClO₇
• Molecular Weight: 402.90 g/mol
• Exact Mass: 402.1445309 g/mol
• Topological Polar Surface Area (TPSA): 106.00 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.16
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9289	92.89%
Caco-2	-	0.5991	59.91%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.5249	52.49%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.9061	90.61%
OATP1B3 inhibitior	+	0.8940	89.40%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7757	77.57%
P-glycoprotein inhibitior	-	0.6490	64.90%
P-glycoprotein substrate	-	0.6705	67.05%
CYP3A4 substrate	+	0.6715	67.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8592	85.92%
CYP3A4 inhibition	-	0.7462	74.62%
CYP2C9 inhibition	-	0.8318	83.18%
CYP2C19 inhibition	-	0.7857	78.57%
CYP2D6 inhibition	-	0.9093	90.93%
CYP1A2 inhibition	-	0.8576	85.76%
CYP2C8 inhibition	-	0.8070	80.70%
CYP inhibitory promiscuity	-	0.9346	93.46%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7582	75.82%
Carcinogenicity (trinary)	Danger	0.4583	45.83%
Eye corrosion	-	0.9830	98.30%
Eye irritation	-	0.9404	94.04%
Skin irritation	-	0.7096	70.96%
Skin corrosion	-	0.8633	86.33%
Ames mutagenesis	+	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.6341	63.41%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.8021	80.21%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.7368	73.68%
Acute Oral Toxicity (c)	III	0.3861	38.61%
Estrogen receptor binding	+	0.9265	92.65%
Androgen receptor binding	+	0.7471	74.71%
Thyroid receptor binding	+	0.7701	77.01%
Glucocorticoid receptor binding	+	0.6728	67.28%
Aromatase binding	+	0.6806	68.06%
PPAR gamma	+	0.6981	69.81%
Honey bee toxicity	-	0.6474	64.74%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9213	92.13%

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	97.81%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.36%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.07%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.35%	97.25%
CHEMBL340	P08684	Cytochrome P450 3A4	85.78%	91.19%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.12%	97.14%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.43%	96.47%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.69%	97.09%
CHEMBL3437	Q16853	Amine oxidase, copper containing	81.73%	94.00%
CHEMBL221	P23219	Cyclooxygenase-1	81.29%	90.17%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.88%	94.80%
CHEMBL2581	P07339	Cathepsin D	80.03%	98.95%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162983265
• LOTUS: LTS0012188
• wikiData: Q105255041