[(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] (Z)-2-methylbut-2-enoate

Details

• Internal ID: 465c946f-be1c-4016-9c11-b9603913c43a
• 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] (Z)-2-methylbut-2-enoate
• InChI: InChI=1S/C20H27ClO7/c1-6-9(2)15(22)26-11-7-18(5,25)20-12(28-20)8-17(4,24)19(20,21)14-13(11)10(3)16(23)27-14/h6,10-14,24-25H,7-8H2,1-5H3/b9-6-/t10-,11-,12-,13+,14-,17-,18+,19+,20+/m0/s1
• InChI Key: SLVGRMVYTQSPOA-LEDHEPLTSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₇ClO₇
• Molecular Weight: 414.90 g/mol
• Exact Mass: 414.1445309 g/mol
• Topological Polar Surface Area (TPSA): 106.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 1.47
• 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	+	0.9636	96.36%
Caco-2	-	0.6054	60.54%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.5675	56.75%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8828	88.28%
OATP1B3 inhibitior	+	0.8990	89.90%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.5916	59.16%
P-glycoprotein inhibitior	-	0.6092	60.92%
P-glycoprotein substrate	-	0.6082	60.82%
CYP3A4 substrate	+	0.6868	68.68%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8955	89.55%
CYP3A4 inhibition	-	0.7230	72.30%
CYP2C9 inhibition	-	0.8189	81.89%
CYP2C19 inhibition	-	0.7932	79.32%
CYP2D6 inhibition	-	0.9076	90.76%
CYP1A2 inhibition	-	0.8258	82.58%
CYP2C8 inhibition	-	0.7730	77.30%
CYP inhibitory promiscuity	-	0.8804	88.04%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7901	79.01%
Carcinogenicity (trinary)	Danger	0.5370	53.70%
Eye corrosion	-	0.9835	98.35%
Eye irritation	-	0.9487	94.87%
Skin irritation	-	0.6375	63.75%
Skin corrosion	-	0.8959	89.59%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6749	67.49%
Micronuclear	-	0.5741	57.41%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.7891	78.91%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.8659	86.59%
Acute Oral Toxicity (c)	III	0.3730	37.30%
Estrogen receptor binding	+	0.8810	88.10%
Androgen receptor binding	+	0.7253	72.53%
Thyroid receptor binding	+	0.7598	75.98%
Glucocorticoid receptor binding	+	0.6461	64.61%
Aromatase binding	+	0.6720	67.20%
PPAR gamma	+	0.6517	65.17%
Honey bee toxicity	-	0.5837	58.37%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9658	96.58%

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	98.31%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.70%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.48%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	85.58%	91.19%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.11%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.60%	97.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.56%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.99%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	80.99%	90.17%
CHEMBL1871	P10275	Androgen Receptor	80.31%	96.43%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14021384
• LOTUS: LTS0094953
• wikiData: Q105255663