4,5,8,17-Tetrahydroxy-6,14,18-trimethyl-3,10-dioxapentacyclo[9.8.0.01,7.04,19.013,18]nonadec-14-ene-9,16-dione

Details

• Internal ID: b59d7625-4cfd-487b-836c-8894d97ea046
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
• IUPAC Name: 4,5,8,17-tetrahydroxy-6,14,18-trimethyl-3,10-dioxapentacyclo[9.8.0.01,7.04,19.013,18]nonadec-14-ene-9,16-dione
• SMILES (Canonical): CC1C2C(C(=O)OC3C24COC(C1O)(C4C5(C(C3)C(=CC(=O)C5O)C)C)O)O
• SMILES (Isomeric): CC1C2C(C(=O)OC3C24COC(C1O)(C4C5(C(C3)C(=CC(=O)C5O)C)C)O)O
• InChI: InChI=1S/C20H26O8/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/h4,8-9,11-15,17,22-24,26H,5-6H2,1-3H3
• InChI Key: FJHVIRYYVWNHSM-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₈
• Molecular Weight: 394.40 g/mol
• Exact Mass: 394.16276778 g/mol
• Topological Polar Surface Area (TPSA): 134.00 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -0.86
• H-Bond Acceptor: 8
• 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	+	0.9293	92.93%
Caco-2	-	0.7501	75.01%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7932	79.32%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8699	86.99%
OATP1B3 inhibitior	+	0.9588	95.88%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6927	69.27%
P-glycoprotein inhibitior	-	0.7309	73.09%
P-glycoprotein substrate	+	0.8688	86.88%
CYP3A4 substrate	+	0.6513	65.13%
CYP2C9 substrate	-	0.8012	80.12%
CYP2D6 substrate	-	0.8854	88.54%
CYP3A4 inhibition	-	0.8611	86.11%
CYP2C9 inhibition	-	0.8685	86.85%
CYP2C19 inhibition	-	0.8806	88.06%
CYP2D6 inhibition	-	0.9503	95.03%
CYP1A2 inhibition	-	0.8528	85.28%
CYP2C8 inhibition	-	0.7413	74.13%
CYP inhibitory promiscuity	-	0.9449	94.49%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5172	51.72%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9562	95.62%
Skin irritation	-	0.5605	56.05%
Skin corrosion	-	0.9029	90.29%
Ames mutagenesis	-	0.6054	60.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6583	65.83%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.7368	73.68%
skin sensitisation	-	0.8433	84.33%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.7831	78.31%
Acute Oral Toxicity (c)	III	0.5746	57.46%
Estrogen receptor binding	+	0.8578	85.78%
Androgen receptor binding	+	0.6591	65.91%
Thyroid receptor binding	+	0.5681	56.81%
Glucocorticoid receptor binding	+	0.6597	65.97%
Aromatase binding	+	0.5640	56.40%
PPAR gamma	+	0.5727	57.27%
Honey bee toxicity	-	0.7612	76.12%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9700	97.00%

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	93.21%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.91%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.67%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.36%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.56%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.45%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.58%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.72%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.90%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.24%	97.09%
CHEMBL2581	P07339	Cathepsin D	82.95%	98.95%

Plants that contains it

• Ailanthus excelsus
• Castela polyandra
• Castela tortuosa
• Eurycoma harmandiana

Cross-Links

• PubChem: 5036051
• LOTUS: LTS0156201
• wikiData: Q104996061