4,9,12-Trihydroxy-2,6,10,16-tetramethyl-14-oxatetracyclo[11.2.1.02,11.05,10]hexadeca-4,6-diene-3,8,15-trione

Details

• Internal ID: 5b0f38a7-5426-41ed-8487-307240e45363
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones
• IUPAC Name: 4,9,12-trihydroxy-2,6,10,16-tetramethyl-14-oxatetracyclo[11.2.1.02,11.05,10]hexadeca-4,6-diene-3,8,15-trione
• SMILES (Canonical): CC1C2C(C3C(C1C(=O)O2)(C(=O)C(=C4C3(C(C(=O)C=C4C)O)C)O)C)O
• SMILES (Isomeric): CC1C2C(C3C(C1C(=O)O2)(C(=O)C(=C4C3(C(C(=O)C=C4C)O)C)O)C)O
• InChI: InChI=1S/C19H22O7/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/h5,7,10,12-15,21-23H,1-4H3
• InChI Key: PPKSFEYKHZBQGA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₉H₂₂O₇
• Molecular Weight: 362.40 g/mol
• Exact Mass: 362.13655304 g/mol
• Topological Polar Surface Area (TPSA): 121.00 Ų
• XlogP: -0.10
• Atomic LogP (AlogP): 0.45
• H-Bond Acceptor: 7
• 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	+	0.9864	98.64%
Caco-2	-	0.8028	80.28%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7246	72.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8375	83.75%
OATP1B3 inhibitior	+	0.9286	92.86%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9407	94.07%
P-glycoprotein inhibitior	-	0.7523	75.23%
P-glycoprotein substrate	-	0.6868	68.68%
CYP3A4 substrate	+	0.6328	63.28%
CYP2C9 substrate	-	0.7853	78.53%
CYP2D6 substrate	-	0.8940	89.40%
CYP3A4 inhibition	-	0.8254	82.54%
CYP2C9 inhibition	-	0.8459	84.59%
CYP2C19 inhibition	-	0.9115	91.15%
CYP2D6 inhibition	-	0.9211	92.11%
CYP1A2 inhibition	-	0.7029	70.29%
CYP2C8 inhibition	-	0.7772	77.72%
CYP inhibitory promiscuity	-	0.6721	67.21%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9543	95.43%
Carcinogenicity (trinary)	Danger	0.5326	53.26%
Eye corrosion	-	0.9774	97.74%
Eye irritation	-	0.8372	83.72%
Skin irritation	+	0.5000	50.00%
Skin corrosion	-	0.9116	91.16%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7059	70.59%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	+	0.5440	54.40%
skin sensitisation	-	0.7119	71.19%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.4603	46.03%
Acute Oral Toxicity (c)	III	0.5250	52.50%
Estrogen receptor binding	+	0.7160	71.60%
Androgen receptor binding	+	0.5714	57.14%
Thyroid receptor binding	-	0.5446	54.46%
Glucocorticoid receptor binding	+	0.6282	62.82%
Aromatase binding	-	0.5589	55.89%
PPAR gamma	-	0.6016	60.16%
Honey bee toxicity	-	0.8173	81.73%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9722	97.22%

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	98.05%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.12%	85.14%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	90.68%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.34%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.91%	99.23%
CHEMBL2581	P07339	Cathepsin D	87.25%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.17%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	84.27%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.41%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.67%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.97%	86.33%

Plants that contains it

• Eurycoma longifolia

Cross-Links

• PubChem: 162912788
• LOTUS: LTS0060030
• wikiData: Q105212938