(1R)-1,3abeta,11beta-Trihydroxy-2alpha,4beta-diacetoxy-3alpha,8,11abeta-trimethyl-1beta,11cbeta-(epoxymethano)-1,2,3,3a,4,5,6abeta,7aalpha,10,11,11a,11balpha,11c-tridecahydro-6-oxa-7H-benzo[de]anthracene-5,10-dione

Details

• Internal ID: f819ac19-7c50-4959-a8f1-8f3e34ad7327
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Quassinoids
• IUPAC Name: [(1R,4R,5R,6S,7R,8R,11R,13S,17S,18S,19R)-8-acetyloxy-4,7,17-trihydroxy-6,14,18-trimethyl-9,16-dioxo-3,10-dioxapentacyclo[9.8.0.01,7.04,19.013,18]nonadec-14-en-5-yl] acetate
• SMILES (Canonical): CC1C(C2(C3C4(C(CC5C3(C1(C(C(=O)O5)OC(=O)C)O)CO2)C(=CC(=O)C4O)C)C)O)OC(=O)C
• SMILES (Isomeric): C[C@H]1[C@H]([C@]2([C@@H]3[C@@]4([C@@H](C[C@@H]5[C@]3([C@]1([C@H](C(=O)O5)OC(=O)C)O)CO2)C(=CC(=O)[C@H]4O)C)C)O)OC(=O)C
• InChI: InChI=1S/C24H30O11/c1-9-6-14(27)16(28)21(5)13(9)7-15-22-8-32-24(31,20(21)22)17(33-11(3)25)10(2)23(22,30)18(19(29)35-15)34-12(4)26/h6,10,13,15-18,20,28,30-31H,7-8H2,1-5H3/t10-,13-,15+,16+,17+,18-,20+,21+,22+,23-,24-/m0/s1
• InChI Key: UJKLOPRFQLDSMC-RDVAOAJESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₄H₃₀O₁₁
• Molecular Weight: 494.50 g/mol
• Exact Mass: 494.17881177 g/mol
• Topological Polar Surface Area (TPSA): 166.00 Ų
• XlogP: -0.80
• Atomic LogP (AlogP): -0.61
• H-Bond Acceptor: 11
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9596	95.96%
Caco-2	-	0.7254	72.54%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8001	80.01%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8494	84.94%
OATP1B3 inhibitior	+	0.9359	93.59%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.5662	56.62%
P-glycoprotein inhibitior	+	0.6270	62.70%
P-glycoprotein substrate	+	0.7540	75.40%
CYP3A4 substrate	+	0.6891	68.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8942	89.42%
CYP3A4 inhibition	-	0.8260	82.60%
CYP2C9 inhibition	-	0.8696	86.96%
CYP2C19 inhibition	-	0.8942	89.42%
CYP2D6 inhibition	-	0.9500	95.00%
CYP1A2 inhibition	-	0.8498	84.98%
CYP2C8 inhibition	-	0.6446	64.46%
CYP inhibitory promiscuity	-	0.8460	84.60%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5314	53.14%
Eye corrosion	-	0.9879	98.79%
Eye irritation	-	0.9002	90.02%
Skin irritation	-	0.6032	60.32%
Skin corrosion	-	0.9200	92.00%
Ames mutagenesis	-	0.6118	61.18%
Human Ether-a-go-go-Related Gene inhibition	-	0.5200	52.00%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.5940	59.40%
skin sensitisation	-	0.8501	85.01%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.8133	81.33%
Acute Oral Toxicity (c)	III	0.4646	46.46%
Estrogen receptor binding	+	0.8568	85.68%
Androgen receptor binding	+	0.7059	70.59%
Thyroid receptor binding	+	0.5868	58.68%
Glucocorticoid receptor binding	+	0.7048	70.48%
Aromatase binding	+	0.6542	65.42%
PPAR gamma	+	0.6691	66.91%
Honey bee toxicity	-	0.6704	67.04%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9705	97.05%

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	96.01%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.09%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.07%	97.25%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	91.74%	81.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.65%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.08%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.60%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.77%	99.23%
CHEMBL2581	P07339	Cathepsin D	87.18%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.49%	96.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.25%	100.00%
CHEMBL2996	Q05655	Protein kinase C delta	85.03%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.85%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.23%	89.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.79%	91.07%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.20%	95.50%
CHEMBL340	P08684	Cytochrome P450 3A4	80.55%	91.19%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.25%	94.00%

Plants that contains it

• Aralidium pinnatifidum
• Bersama swinnyi
• Blainvillea acmella
• Euphorbia resinifera
• Eurycoma longifolia
• Geigeria schinzii
• Goniothalamus undulatus
• Gymnospermium kiangnanensis
• Helichrysum sutherlandii
• Hemionitis marantae
• Lophocereus marginatus
• Nemuaron vieillardii
• Ophryosporus charua
• Oreomecon radicata
• Pachycereus pringlei
• Picea laxa
• Prosopis kuntzei
• Pteris leptophylla
• Stenocereus thurberi
• Vitex negundo

Cross-Links

• PubChem: 44614656
• NPASS: NPC281310
• LOTUS: LTS0173540
• wikiData: Q105273999