(1R,2S,3S,7S,8R,9S,12R,13S,14R,15R,16S)-3,8,12,14,15-pentahydroxy-2,6,13,16-tetramethyl-10-oxatetracyclo[7.6.1.02,7.012,16]hexadec-5-ene-4,11-dione

Details

• Internal ID: 415369fc-7487-441f-b071-3773fdfcc43a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: (1R,2S,3S,7S,8R,9S,12R,13S,14R,15R,16S)-3,8,12,14,15-pentahydroxy-2,6,13,16-tetramethyl-10-oxatetracyclo[7.6.1.02,7.012,16]hexadec-5-ene-4,11-dione
• InChI: InChI=1S/C19H26O8/c1-6-5-8(20)14(24)17(3)9(6)11(22)15-18(4)13(17)12(23)10(21)7(2)19(18,26)16(25)27-15/h5,7,9-15,21-24,26H,1-4H3/t7-,9+,10+,11+,12-,13+,14+,15+,17-,18-,19-/m0/s1
• InChI Key: LXECYNZTZUUAOY-VUMXZRRISA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₆O₈
• Molecular Weight: 382.40 g/mol
• Exact Mass: 382.16276778 g/mol
• Topological Polar Surface Area (TPSA): 145.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -1.48
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9391	93.91%
Caco-2	-	0.8601	86.01%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6235	62.35%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8879	88.79%
OATP1B3 inhibitior	+	0.9448	94.48%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9081	90.81%
P-glycoprotein inhibitior	-	0.7951	79.51%
P-glycoprotein substrate	-	0.5920	59.20%
CYP3A4 substrate	+	0.5989	59.89%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.9009	90.09%
CYP3A4 inhibition	-	0.8791	87.91%
CYP2C9 inhibition	-	0.8872	88.72%
CYP2C19 inhibition	-	0.9387	93.87%
CYP2D6 inhibition	-	0.9582	95.82%
CYP1A2 inhibition	-	0.8395	83.95%
CYP2C8 inhibition	-	0.8380	83.80%
CYP inhibitory promiscuity	-	0.7235	72.35%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9543	95.43%
Carcinogenicity (trinary)	Danger	0.4995	49.95%
Eye corrosion	-	0.9816	98.16%
Eye irritation	-	0.9170	91.70%
Skin irritation	-	0.5189	51.89%
Skin corrosion	-	0.9061	90.61%
Ames mutagenesis	-	0.5754	57.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6613	66.13%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.5960	59.60%
skin sensitisation	-	0.7323	73.23%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.6279	62.79%
Acute Oral Toxicity (c)	III	0.4055	40.55%
Estrogen receptor binding	+	0.7786	77.86%
Androgen receptor binding	+	0.6455	64.55%
Thyroid receptor binding	+	0.6110	61.10%
Glucocorticoid receptor binding	+	0.6094	60.94%
Aromatase binding	+	0.5529	55.29%
PPAR gamma	-	0.5191	51.91%
Honey bee toxicity	-	0.8785	87.85%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9572	95.72%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.25%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.22%	99.23%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.57%	91.11%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	86.21%	94.80%
CHEMBL2581	P07339	Cathepsin D	85.95%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.51%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.25%	89.00%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	83.25%	86.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.24%	86.33%
CHEMBL221	P23219	Cyclooxygenase-1	82.33%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.31%	100.00%

Plants that contains it

• Eurycoma longifolia

Cross-Links

• PubChem: 163017268
• LOTUS: LTS0253703
• wikiData: Q105158800