3,12,15,16-Tetrahydroxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.02,7.013,17]heptadec-5-ene-4,11-dione

Details

• Internal ID: c93fdcc9-584a-417f-8259-53a256130616
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
• IUPAC Name: 3,12,15,16-tetrahydroxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.02,7.013,17]heptadec-5-ene-4,11-dione
• SMILES (Canonical): CC1C2C(C(=O)OC3C2(C(C(C1O)O)C4(C(C3)C(=CC(=O)C4O)C)C)C)O
• SMILES (Isomeric): CC1C2C(C(=O)OC3C2(C(C(C1O)O)C4(C(C3)C(=CC(=O)C4O)C)C)C)O
• InChI: InChI=1S/C20H28O7/c1-7-5-10(21)17(25)19(3)9(7)6-11-20(4)12(14(23)18(26)27-11)8(2)13(22)15(24)16(19)20/h5,8-9,11-17,22-25H,6H2,1-4H3
• InChI Key: KPBPYAXWPVFXQB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₇
• Molecular Weight: 380.40 g/mol
• Exact Mass: 380.18350323 g/mol
• Topological Polar Surface Area (TPSA): 124.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): -0.20
• 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	+	0.9142	91.42%
Caco-2	-	0.7495	74.95%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7187	71.87%
OATP2B1 inhibitior	-	0.8577	85.77%
OATP1B1 inhibitior	+	0.8655	86.55%
OATP1B3 inhibitior	+	0.9702	97.02%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6714	67.14%
P-glycoprotein inhibitior	-	0.7457	74.57%
P-glycoprotein substrate	+	0.5412	54.12%
CYP3A4 substrate	+	0.6420	64.20%
CYP2C9 substrate	-	0.7859	78.59%
CYP2D6 substrate	-	0.8929	89.29%
CYP3A4 inhibition	-	0.8733	87.33%
CYP2C9 inhibition	-	0.9248	92.48%
CYP2C19 inhibition	-	0.9088	90.88%
CYP2D6 inhibition	-	0.9015	90.15%
CYP1A2 inhibition	-	0.8647	86.47%
CYP2C8 inhibition	-	0.8303	83.03%
CYP inhibitory promiscuity	-	0.9233	92.33%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5328	53.28%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9470	94.70%
Skin irritation	+	0.5069	50.69%
Skin corrosion	-	0.8853	88.53%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5625	56.25%
Micronuclear	+	0.5259	52.59%
Hepatotoxicity	+	0.5960	59.60%
skin sensitisation	-	0.7265	72.65%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.6859	68.59%
Acute Oral Toxicity (c)	III	0.5769	57.69%
Estrogen receptor binding	+	0.7739	77.39%
Androgen receptor binding	+	0.6138	61.38%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	+	0.6433	64.33%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.5700	57.00%
Honey bee toxicity	-	0.8419	84.19%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9180	91.80%

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	93.22%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.90%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.59%	95.56%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	87.12%	86.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.62%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.59%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.52%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.91%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.83%	97.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	83.15%	94.80%
CHEMBL2581	P07339	Cathepsin D	81.98%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.83%	97.25%

Plants that contains it

• Eurycoma longifolia

Cross-Links

• PubChem: 73823070
• LOTUS: LTS0117911
• wikiData: Q105144096