4,5,8,16,17-Pentahydroxy-6,14,18-trimethyl-3,10-dioxapentacyclo[9.8.0.01,7.04,19.013,18]nonadec-13-en-9-one

Details

• Internal ID: 59277f45-c701-41bb-bc07-43dc12b98f72
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
• IUPAC Name: 4,5,8,16,17-pentahydroxy-6,14,18-trimethyl-3,10-dioxapentacyclo[9.8.0.01,7.04,19.013,18]nonadec-13-en-9-one
• SMILES (Canonical): CC1C2C(C(=O)OC3C24COC(C1O)(C4C5(C(C(CC(=C5C3)C)O)O)C)O)O
• SMILES (Isomeric): CC1C2C(C(=O)OC3C24COC(C1O)(C4C5(C(C(CC(=C5C3)C)O)O)C)O)O
• InChI: InChI=1S/C20H28O8/c1-7-4-10(21)15(24)18(3)9(7)5-11-19-6-27-20(26,17(18)19)14(23)8(2)12(19)13(22)16(25)28-11/h8,10-15,17,21-24,26H,4-6H2,1-3H3
• InChI Key: MTBBMNVYQDXNPU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₈
• Molecular Weight: 396.40 g/mol
• Exact Mass: 396.17841785 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: -1.40
• Atomic LogP (AlogP): -0.93
• H-Bond Acceptor: 8
• H-Bond Donor: 5
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9705	97.05%
Caco-2	-	0.7785	77.85%
Blood Brain Barrier	-	0.8250	82.50%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.7441	74.41%
OATP2B1 inhibitior	-	0.8625	86.25%
OATP1B1 inhibitior	+	0.8698	86.98%
OATP1B3 inhibitior	+	0.9638	96.38%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7875	78.75%
P-glycoprotein inhibitior	-	0.8167	81.67%
P-glycoprotein substrate	+	0.5756	57.56%
CYP3A4 substrate	+	0.6293	62.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8526	85.26%
CYP3A4 inhibition	-	0.8351	83.51%
CYP2C9 inhibition	-	0.8803	88.03%
CYP2C19 inhibition	-	0.8906	89.06%
CYP2D6 inhibition	-	0.9327	93.27%
CYP1A2 inhibition	-	0.8198	81.98%
CYP2C8 inhibition	-	0.8072	80.72%
CYP inhibitory promiscuity	-	0.9523	95.23%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4530	45.30%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9270	92.70%
Skin irritation	+	0.5249	52.49%
Skin corrosion	-	0.9218	92.18%
Ames mutagenesis	+	0.5463	54.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.7398	73.98%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.7033	70.33%
skin sensitisation	-	0.8548	85.48%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.8245	82.45%
Acute Oral Toxicity (c)	III	0.6106	61.06%
Estrogen receptor binding	+	0.7362	73.62%
Androgen receptor binding	+	0.6649	66.49%
Thyroid receptor binding	+	0.5905	59.05%
Glucocorticoid receptor binding	-	0.4902	49.02%
Aromatase binding	+	0.6165	61.65%
PPAR gamma	+	0.6051	60.51%
Honey bee toxicity	-	0.7631	76.31%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9712	97.12%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.77%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.01%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.78%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.22%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.05%	99.23%
CHEMBL2581	P07339	Cathepsin D	87.28%	98.95%
CHEMBL1902	P62942	FK506-binding protein 1A	86.37%	97.05%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.07%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	85.01%	92.94%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.60%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.05%	86.33%

Plants that contains it

• Castela polyandra

Cross-Links

• PubChem: 162936698
• LOTUS: LTS0166313
• wikiData: Q105171593