(1R,2R,7S,10R,13R,14R,16S,19R,20S)-19-[(2R)-2-hydroxy-5-oxo-2H-furan-3-yl]-9,9,13,20-tetramethyl-4,8,15,18-tetraoxahexacyclo[11.9.0.02,7.02,10.014,16.014,20]docosane-5,12,17-trione

Details

• Internal ID: b94e59af-2c04-4dce-b543-df706b717dfe
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
• IUPAC Name: (1R,2R,7S,10R,13R,14R,16S,19R,20S)-19-[(2R)-2-hydroxy-5-oxo-2H-furan-3-yl]-9,9,13,20-tetramethyl-4,8,15,18-tetraoxahexacyclo[11.9.0.02,7.02,10.014,16.014,20]docosane-5,12,17-trione
• SMILES (Canonical): CC1(C2CC(=O)C3(C(C24COC(=O)CC4O1)CCC5(C36C(O6)C(=O)OC5C7=CC(=O)OC7O)C)C)C
• SMILES (Isomeric): C[C@@]12CC[C@H]3[C@]([C@@]14[C@H](O4)C(=O)O[C@H]2C5=CC(=O)O[C@H]5O)(C(=O)C[C@@H]6[C@@]37COC(=O)C[C@@H]7OC6(C)C)C
• InChI: InChI=1S/C26H30O10/c1-22(2)13-8-14(27)24(4)12(25(13)10-32-16(28)9-15(25)35-22)5-6-23(3)18(11-7-17(29)33-20(11)30)34-21(31)19-26(23,24)36-19/h7,12-13,15,18-20,30H,5-6,8-10H2,1-4H3/t12-,13-,15-,18-,19+,20+,23-,24-,25+,26+/m0/s1
• InChI Key: RTPPVNISJHFPFX-FCENUMAOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₆H₃₀O₁₀
• Molecular Weight: 502.50 g/mol
• Exact Mass: 502.18389715 g/mol
• Topological Polar Surface Area (TPSA): 138.00 Ų
• XlogP: 0.00
• Atomic LogP (AlogP): 0.97
• H-Bond Acceptor: 10
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9801	98.01%
Caco-2	-	0.7484	74.84%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8432	84.32%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8675	86.75%
OATP1B3 inhibitior	+	0.9678	96.78%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8860	88.60%
P-glycoprotein inhibitior	+	0.6581	65.81%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6757	67.57%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8830	88.30%
CYP3A4 inhibition	-	0.7226	72.26%
CYP2C9 inhibition	-	0.8236	82.36%
CYP2C19 inhibition	-	0.9130	91.30%
CYP2D6 inhibition	-	0.9405	94.05%
CYP1A2 inhibition	-	0.8114	81.14%
CYP2C8 inhibition	+	0.5339	53.39%
CYP inhibitory promiscuity	-	0.9479	94.79%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5397	53.97%
Eye corrosion	-	0.9882	98.82%
Eye irritation	-	0.8104	81.04%
Skin irritation	-	0.6113	61.13%
Skin corrosion	-	0.9120	91.20%
Ames mutagenesis	-	0.6354	63.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4891	48.91%
Micronuclear	-	0.6400	64.00%
Hepatotoxicity	-	0.7625	76.25%
skin sensitisation	-	0.8299	82.99%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.7661	76.61%
Acute Oral Toxicity (c)	I	0.4532	45.32%
Estrogen receptor binding	+	0.8770	87.70%
Androgen receptor binding	+	0.8206	82.06%
Thyroid receptor binding	+	0.6411	64.11%
Glucocorticoid receptor binding	+	0.8474	84.74%
Aromatase binding	+	0.8173	81.73%
PPAR gamma	+	0.7049	70.49%
Honey bee toxicity	-	0.7480	74.80%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9890	98.90%

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	95.15%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.85%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.80%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.78%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.70%	95.56%
CHEMBL2581	P07339	Cathepsin D	89.45%	98.95%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.82%	82.69%
CHEMBL1937	Q92769	Histone deacetylase 2	86.86%	94.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.84%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.06%	95.89%
CHEMBL3524	P56524	Histone deacetylase 4	83.75%	92.97%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.14%	94.45%
CHEMBL1902	P62942	FK506-binding protein 1A	82.25%	97.05%
CHEMBL230	P35354	Cyclooxygenase-2	82.04%	89.63%
CHEMBL2553	Q15418	Ribosomal protein S6 kinase alpha 1	81.71%	85.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	80.56%	94.00%

Plants that contains it

• Agnorhiza bolanderi
• Anaxagorea crassipetala
• Araujia sericifera
• Arnica nevadensis
• Artemisia gmelinii
• Beyeria sulcata var. brevipes
• Bursaria spinosa
• Chloranthus tianmushanensis
• Chromolaena odorata
• Chromolaena pulchella
• Citrus × aurantium
• Craibia grandiflora
• Dendrosenecio kilimanjari
• Dipterocarpus alatus
• Drosera peltata
• Echinops amplexicaulis
• Ficus formosana
• Gardenia fosbergii
• Ilex affinis
• Isodon umbrosus
• Kaempferia pulchra
• Litogyne gariepina
• Odixia angusta
• Persicaria tinctoria
• Prosopis glandulosa
• Prunus laurocerasus
• Pteris plumieri
• Pycnarrhena novoguineensis
• Quercus cerris
• Salvia officinalis
• Senecio squalidus
• Seriphidium cinum
• Sesbania punicea
• Simira eliezeriana
• Sorbus pallescens
• Spiranthera odoratissima
• Stenostomum lucidum
• Taxodium huegelii
• Vernonia chloropappa
• Vitex madiensis

Cross-Links

• PubChem: 98050000
• NPASS: NPC173695
• LOTUS: LTS0092833
• wikiData: Q105245322