3,9,12-Trihydroxy-2,6,10,16-tetramethyl-14-oxatetracyclo[11.2.1.02,11.05,10]hexadec-6-ene-8,15-dione

Details

• Internal ID: 2d02d6b6-7d29-4864-987d-93f03e3a1314
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones
• IUPAC Name: 3,9,12-trihydroxy-2,6,10,16-tetramethyl-14-oxatetracyclo[11.2.1.02,11.05,10]hexadec-6-ene-8,15-dione
• SMILES (Canonical): CC1C2C(C3C4(C(CC(C3(C1C(=O)O2)C)O)C(=CC(=O)C4O)C)C)O
• SMILES (Isomeric): CC1C2C(C3C4(C(CC(C3(C1C(=O)O2)C)O)C(=CC(=O)C4O)C)C)O
• InChI: InChI=1S/C19H26O6/c1-7-5-10(20)16(23)18(3)9(7)6-11(21)19(4)12-8(2)14(25-17(12)24)13(22)15(18)19/h5,8-9,11-16,21-23H,6H2,1-4H3
• InChI Key: CUGAWYNVYRXBFW-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₆O₆
• Molecular Weight: 350.40 g/mol
• Exact Mass: 350.17293854 g/mol
• Topological Polar Surface Area (TPSA): 104.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.44
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9838	98.38%
Caco-2	-	0.8056	80.56%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6368	63.68%
OATP2B1 inhibitior	-	0.8587	85.87%
OATP1B1 inhibitior	+	0.8620	86.20%
OATP1B3 inhibitior	+	0.9546	95.46%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9238	92.38%
P-glycoprotein inhibitior	-	0.8088	80.88%
P-glycoprotein substrate	+	0.5108	51.08%
CYP3A4 substrate	+	0.6363	63.63%
CYP2C9 substrate	-	0.7791	77.91%
CYP2D6 substrate	-	0.8921	89.21%
CYP3A4 inhibition	-	0.8090	80.90%
CYP2C9 inhibition	-	0.9128	91.28%
CYP2C19 inhibition	-	0.8958	89.58%
CYP2D6 inhibition	-	0.9067	90.67%
CYP1A2 inhibition	-	0.8489	84.89%
CYP2C8 inhibition	-	0.8733	87.33%
CYP inhibitory promiscuity	-	0.8352	83.52%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Danger	0.3898	38.98%
Eye corrosion	-	0.9870	98.70%
Eye irritation	-	0.9631	96.31%
Skin irritation	+	0.5159	51.59%
Skin corrosion	-	0.8705	87.05%
Ames mutagenesis	-	0.7064	70.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.4942	49.42%
Micronuclear	-	0.5141	51.41%
Hepatotoxicity	+	0.6118	61.18%
skin sensitisation	-	0.7266	72.66%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.7000	70.00%
Acute Oral Toxicity (c)	III	0.4985	49.85%
Estrogen receptor binding	+	0.7784	77.84%
Androgen receptor binding	+	0.5455	54.55%
Thyroid receptor binding	+	0.5529	55.29%
Glucocorticoid receptor binding	+	0.5895	58.95%
Aromatase binding	-	0.6354	63.54%
PPAR gamma	-	0.5819	58.19%
Honey bee toxicity	-	0.8431	84.31%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9507	95.07%

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	94.87%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.78%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.80%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.93%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.12%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.11%	89.00%
CHEMBL2581	P07339	Cathepsin D	85.43%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.92%	97.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.77%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.20%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.63%	97.25%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	81.48%	86.00%

Plants that contains it

• Eurycoma longifolia

Cross-Links

• PubChem: 75223261
• LOTUS: LTS0022366
• wikiData: Q104970232