4,5,12,17-Tetrahydroxy-14,18-dimethyl-6-methylidene-3,10-dioxapentacyclo[9.8.0.01,7.04,19.013,18]nonadec-14-ene-9,16-dione

Details

• Internal ID: 8899f80f-c0a8-4c41-b9dc-4803eb871dab
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
• IUPAC Name: 4,5,12,17-tetrahydroxy-14,18-dimethyl-6-methylidene-3,10-dioxapentacyclo[9.8.0.01,7.04,19.013,18]nonadec-14-ene-9,16-dione
• SMILES (Canonical): CC1=CC(=O)C(C2(C1C(C3C45C2C(C(C(=C)C4CC(=O)O3)O)(OC5)O)O)C)O
• SMILES (Isomeric): CC1=CC(=O)C(C2(C1C(C3C45C2C(C(C(=C)C4CC(=O)O3)O)(OC5)O)O)C)O
• InChI: InChI=1S/C20H24O8/c1-7-4-10(21)15(25)18(3)12(7)13(23)16-19-6-27-20(26,17(18)19)14(24)8(2)9(19)5-11(22)28-16/h4,9,12-17,23-26H,2,5-6H2,1,3H3
• InChI Key: HLTSFJKBESDPAD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₈
• Molecular Weight: 392.40 g/mol
• Exact Mass: 392.14711772 g/mol
• Topological Polar Surface Area (TPSA): 134.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): -0.94
• 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	+	0.8688	86.88%
Caco-2	-	0.8046	80.46%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8217	82.17%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8676	86.76%
OATP1B3 inhibitior	+	0.9594	95.94%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7840	78.40%
P-glycoprotein inhibitior	-	0.7253	72.53%
P-glycoprotein substrate	+	0.7048	70.48%
CYP3A4 substrate	+	0.6572	65.72%
CYP2C9 substrate	-	0.8016	80.16%
CYP2D6 substrate	-	0.8865	88.65%
CYP3A4 inhibition	-	0.7177	71.77%
CYP2C9 inhibition	-	0.8336	83.36%
CYP2C19 inhibition	-	0.8342	83.42%
CYP2D6 inhibition	-	0.9392	93.92%
CYP1A2 inhibition	-	0.8865	88.65%
CYP2C8 inhibition	-	0.6563	65.63%
CYP inhibitory promiscuity	-	0.9309	93.09%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5365	53.65%
Eye corrosion	-	0.9846	98.46%
Eye irritation	-	0.9395	93.95%
Skin irritation	-	0.6199	61.99%
Skin corrosion	-	0.8956	89.56%
Ames mutagenesis	-	0.6064	60.64%
Human Ether-a-go-go-Related Gene inhibition	-	0.6439	64.39%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	+	0.7001	70.01%
skin sensitisation	-	0.7999	79.99%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.7408	74.08%
Acute Oral Toxicity (c)	III	0.4737	47.37%
Estrogen receptor binding	+	0.7783	77.83%
Androgen receptor binding	+	0.6481	64.81%
Thyroid receptor binding	+	0.5747	57.47%
Glucocorticoid receptor binding	+	0.6660	66.60%
Aromatase binding	+	0.6058	60.58%
PPAR gamma	+	0.5355	53.55%
Honey bee toxicity	-	0.7601	76.01%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9716	97.16%

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	93.69%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.14%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.82%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.51%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.23%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.53%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.08%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.66%	97.25%
CHEMBL5163	Q9NY46	Sodium channel protein type III alpha subunit	80.80%	96.90%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.63%	96.09%

Plants that contains it

• Ailanthus altissima

Cross-Links

• PubChem: 162954335
• LOTUS: LTS0016695
• wikiData: Q105030296