3,12,13,14,15,16-Hexahydroxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.02,7.013,17]heptadec-5-ene-4,11-dione

Details

• Internal ID: 67745c78-e38b-46de-a17c-7af3a16c5e09
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
• IUPAC Name: 3,12,13,14,15,16-hexahydroxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.02,7.013,17]heptadec-5-ene-4,11-dione
• SMILES (Canonical): CC1=CC(=O)C(C2(C1CC3C4(C2C(C(C(C4(C(C(=O)O3)O)O)(C)O)O)O)C)C)O
• SMILES (Isomeric): CC1=CC(=O)C(C2(C1CC3C4(C2C(C(C(C4(C(C(=O)O3)O)O)(C)O)O)O)C)C)O
• InChI: InChI=1S/C20H28O9/c1-7-5-9(21)13(23)17(2)8(7)6-10-18(3)12(17)11(22)14(24)19(4,27)20(18,28)15(25)16(26)29-10/h5,8,10-15,22-25,27-28H,6H2,1-4H3
• InChI Key: LPOJQTWOQFLBSI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₉
• Molecular Weight: 412.40 g/mol
• Exact Mass: 412.17333247 g/mol
• Topological Polar Surface Area (TPSA): 165.00 Ų
• XlogP: -2.20
• Atomic LogP (AlogP): -1.97
• H-Bond Acceptor: 9
• H-Bond Donor: 6
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8194	81.94%
Caco-2	-	0.8056	80.56%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6127	61.27%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8869	88.69%
OATP1B3 inhibitior	+	0.9733	97.33%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6130	61.30%
P-glycoprotein inhibitior	-	0.7132	71.32%
P-glycoprotein substrate	+	0.5359	53.59%
CYP3A4 substrate	+	0.6396	63.96%
CYP2C9 substrate	-	0.7919	79.19%
CYP2D6 substrate	-	0.8970	89.70%
CYP3A4 inhibition	-	0.8469	84.69%
CYP2C9 inhibition	-	0.9373	93.73%
CYP2C19 inhibition	-	0.9295	92.95%
CYP2D6 inhibition	-	0.9197	91.97%
CYP1A2 inhibition	-	0.8837	88.37%
CYP2C8 inhibition	-	0.8594	85.94%
CYP inhibitory promiscuity	-	0.9176	91.76%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.4862	48.62%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9485	94.85%
Skin irritation	+	0.5098	50.98%
Skin corrosion	-	0.8932	89.32%
Ames mutagenesis	-	0.6418	64.18%
Human Ether-a-go-go-Related Gene inhibition	-	0.4600	46.00%
Micronuclear	+	0.5059	50.59%
Hepatotoxicity	-	0.5466	54.66%
skin sensitisation	-	0.7722	77.22%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.6161	61.61%
Acute Oral Toxicity (c)	III	0.4418	44.18%
Estrogen receptor binding	+	0.8486	84.86%
Androgen receptor binding	+	0.6895	68.95%
Thyroid receptor binding	+	0.5730	57.30%
Glucocorticoid receptor binding	+	0.6998	69.98%
Aromatase binding	+	0.6381	63.81%
PPAR gamma	+	0.5408	54.08%
Honey bee toxicity	-	0.8715	87.15%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.8885	88.85%

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	95.85%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.13%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.42%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.60%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.56%	97.09%
CHEMBL2581	P07339	Cathepsin D	84.23%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.19%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.94%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.39%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.99%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.95%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.92%	86.33%

Plants that contains it

• Brucea javanica

Cross-Links

• PubChem: 162851935
• LOTUS: LTS0237068
• wikiData: Q105155292