4,8,9,12-Tetrahydroxy-2,6,10,16-tetramethyl-14-oxatetracyclo[11.2.1.02,11.05,10]hexadec-6-ene-3,15-dione

Details

• Internal ID: 72f63e9f-d97c-4938-a518-d8cdcf3e07eb
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones
• IUPAC Name: 4,8,9,12-tetrahydroxy-2,6,10,16-tetramethyl-14-oxatetracyclo[11.2.1.02,11.05,10]hexadec-6-ene-3,15-dione
• SMILES (Canonical): CC1C2C(C3C4(C(C(C(=O)C3(C1C(=O)O2)C)O)C(=CC(C4O)O)C)C)O
• SMILES (Isomeric): CC1C2C(C3C4(C(C(C(=O)C3(C1C(=O)O2)C)O)C(=CC(C4O)O)C)C)O
• InChI: InChI=1S/C19H26O7/c1-6-5-8(20)15(23)18(3)9(6)11(21)16(24)19(4)10-7(2)13(26-17(10)25)12(22)14(18)19/h5,7-15,20-23H,1-4H3
• InChI Key: NEWKLHOVKBSDRY-UHFFFAOYSA-N
• Popularity: 0 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: -0.80
• 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	+	0.9699	96.99%
Caco-2	-	0.8321	83.21%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6915	69.15%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8441	84.41%
OATP1B3 inhibitior	+	0.9344	93.44%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9079	90.79%
P-glycoprotein inhibitior	-	0.8064	80.64%
P-glycoprotein substrate	-	0.6926	69.26%
CYP3A4 substrate	+	0.6173	61.73%
CYP2C9 substrate	-	0.8129	81.29%
CYP2D6 substrate	-	0.8596	85.96%
CYP3A4 inhibition	-	0.7701	77.01%
CYP2C9 inhibition	-	0.8743	87.43%
CYP2C19 inhibition	-	0.8590	85.90%
CYP2D6 inhibition	-	0.9277	92.77%
CYP1A2 inhibition	-	0.8010	80.10%
CYP2C8 inhibition	-	0.8319	83.19%
CYP inhibitory promiscuity	-	0.7593	75.93%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9243	92.43%
Carcinogenicity (trinary)	Danger	0.4236	42.36%
Eye corrosion	-	0.9809	98.09%
Eye irritation	-	0.9173	91.73%
Skin irritation	-	0.5487	54.87%
Skin corrosion	-	0.9012	90.12%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6529	65.29%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	+	0.5658	56.58%
skin sensitisation	-	0.7075	70.75%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.7013	70.13%
Acute Oral Toxicity (c)	III	0.4760	47.60%
Estrogen receptor binding	+	0.7218	72.18%
Androgen receptor binding	+	0.5780	57.80%
Thyroid receptor binding	-	0.5373	53.73%
Glucocorticoid receptor binding	-	0.5420	54.20%
Aromatase binding	-	0.6100	61.00%
PPAR gamma	-	0.6008	60.08%
Honey bee toxicity	-	0.7777	77.77%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9732	97.32%

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	91.83%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.23%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.31%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.96%	89.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	83.67%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	83.57%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.21%	85.14%
CHEMBL2581	P07339	Cathepsin D	82.90%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.86%	86.33%
CHEMBL4040	P28482	MAP kinase ERK2	81.80%	83.82%

Plants that contains it

• Eurycoma longifolia

Cross-Links

• PubChem: 75082327
• LOTUS: LTS0041206
• wikiData: Q105178236