3,8,14,15-Tetrahydroxy-2,6,13,16-tetramethyl-10-oxatetracyclo[7.6.1.02,7.012,16]hexadec-5-ene-4,11-dione

Details

• Internal ID: 01898107-17a5-4774-b06f-bbf9e6b31a85
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Sesquiterpene lactones > Eudesmanolides, secoeudesmanolides, and derivatives
• IUPAC Name: 3,8,14,15-tetrahydroxy-2,6,13,16-tetramethyl-10-oxatetracyclo[7.6.1.02,7.012,16]hexadec-5-ene-4,11-dione
• InChI: InChI=1S/C19H26O7/c1-6-5-8(20)15(24)18(3)9(6)12(22)16-19(4)10(17(25)26-16)7(2)11(21)13(23)14(18)19/h5,7,9-16,21-24H,1-4H3
• InChI Key: KBBRVTNGCNCUCX-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₆O₇
• Molecular Weight: 366.40 g/mol
• Exact Mass: 366.16785316 g/mol
• Topological Polar Surface Area (TPSA): 124.00 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): -0.59
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9722	97.22%
Caco-2	-	0.8503	85.03%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7200	72.00%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.8818	88.18%
OATP1B3 inhibitior	+	0.9333	93.33%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9064	90.64%
P-glycoprotein inhibitior	-	0.7870	78.70%
P-glycoprotein substrate	-	0.6215	62.15%
CYP3A4 substrate	+	0.5889	58.89%
CYP2C9 substrate	-	0.7828	78.28%
CYP2D6 substrate	-	0.8982	89.82%
CYP3A4 inhibition	-	0.8144	81.44%
CYP2C9 inhibition	-	0.8692	86.92%
CYP2C19 inhibition	-	0.8948	89.48%
CYP2D6 inhibition	-	0.9285	92.85%
CYP1A2 inhibition	-	0.7804	78.04%
CYP2C8 inhibition	-	0.8528	85.28%
CYP inhibitory promiscuity	-	0.7253	72.53%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9343	93.43%
Carcinogenicity (trinary)	Danger	0.4258	42.58%
Eye corrosion	-	0.9804	98.04%
Eye irritation	-	0.9141	91.41%
Skin irritation	-	0.5267	52.67%
Skin corrosion	-	0.9052	90.52%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6545	65.45%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.5835	58.35%
skin sensitisation	-	0.6890	68.90%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.7371	73.71%
Acute Oral Toxicity (c)	III	0.4950	49.50%
Estrogen receptor binding	+	0.7335	73.35%
Androgen receptor binding	+	0.6034	60.34%
Thyroid receptor binding	+	0.5348	53.48%
Glucocorticoid receptor binding	+	0.5475	54.75%
Aromatase binding	-	0.5417	54.17%
PPAR gamma	-	0.5534	55.34%
Honey bee toxicity	-	0.8808	88.08%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9699	96.99%

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	90.79%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.17%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.38%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.27%	89.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.98%	96.09%
CHEMBL2581	P07339	Cathepsin D	83.78%	98.95%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.33%	94.80%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.48%	86.33%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	81.62%	86.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.66%	100.00%
CHEMBL3401	O75469	Pregnane X receptor	80.40%	94.73%

Plants that contains it

• Eurycoma longifolia

Cross-Links

• PubChem: 14589370
• LOTUS: LTS0110336
• wikiData: Q105138093