isocoronarin D

Details

• Internal ID: 9d8d64c2-41b2-4967-83c3-50245db0183b
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (3E,4R)-3-[2-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethylidene]-4-hydroxyoxolan-2-one
• SMILES (Canonical): CC1(CCCC2(C1CCC(=C)C2CC=C3C(COC3=O)O)C)C
• SMILES (Isomeric): C[C@]12CCCC([C@@H]1CCC(=C)[C@@H]2C/C=C/3\[C@H](COC3=O)O)(C)C
• InChI: InChI=1S/C20H30O3/c1-13-6-9-17-19(2,3)10-5-11-20(17,4)15(13)8-7-14-16(21)12-23-18(14)22/h7,15-17,21H,1,5-6,8-12H2,2-4H3/b14-7+/t15-,16-,17-,20+/m0/s1
• InChI Key: WCYYIFXENZTEHA-HBSPNOSKSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₃
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.21949481 g/mol
• Topological Polar Surface Area (TPSA): 46.50 Ų
• XlogP: 4.40
• Atomic LogP (AlogP): 4.02
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 138965-88-5
• CHEMBL1099267
• HY-N3495
• AKOS040761876
• CS-0024376

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9913	99.13%
Caco-2	+	0.6957	69.57%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7285	72.85%
OATP2B1 inhibitior	-	0.8626	86.26%
OATP1B1 inhibitior	+	0.8870	88.70%
OATP1B3 inhibitior	+	0.9358	93.58%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	+	0.5433	54.33%
BSEP inhibitior	-	0.5409	54.09%
P-glycoprotein inhibitior	-	0.7136	71.36%
P-glycoprotein substrate	-	0.8079	80.79%
CYP3A4 substrate	+	0.6565	65.65%
CYP2C9 substrate	-	0.8027	80.27%
CYP2D6 substrate	-	0.8754	87.54%
CYP3A4 inhibition	-	0.7467	74.67%
CYP2C9 inhibition	-	0.7447	74.47%
CYP2C19 inhibition	-	0.7018	70.18%
CYP2D6 inhibition	-	0.9373	93.73%
CYP1A2 inhibition	-	0.7551	75.51%
CYP2C8 inhibition	-	0.6936	69.36%
CYP inhibitory promiscuity	-	0.8656	86.56%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5456	54.56%
Eye corrosion	-	0.9897	98.97%
Eye irritation	-	0.8451	84.51%
Skin irritation	+	0.6118	61.18%
Skin corrosion	-	0.9322	93.22%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3987	39.87%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.7880	78.80%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	+	0.6443	64.43%
Acute Oral Toxicity (c)	III	0.6249	62.49%
Estrogen receptor binding	+	0.7378	73.78%
Androgen receptor binding	+	0.7161	71.61%
Thyroid receptor binding	+	0.7304	73.04%
Glucocorticoid receptor binding	+	0.8496	84.96%
Aromatase binding	+	0.7067	70.67%
PPAR gamma	+	0.6150	61.50%
Honey bee toxicity	-	0.8353	83.53%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9920	99.20%

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	96.98%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.00%	97.25%
CHEMBL2581	P07339	Cathepsin D	94.32%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.04%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	91.94%	83.82%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	90.99%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.76%	100.00%
CHEMBL1977	P11473	Vitamin D receptor	86.55%	99.43%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.80%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.42%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.81%	95.89%
CHEMBL1937	Q92769	Histone deacetylase 2	81.57%	94.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.39%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.30%	89.00%
CHEMBL5028	O14672	ADAM10	80.09%	97.50%
CHEMBL1902	P62942	FK506-binding protein 1A	80.08%	97.05%

Plants that contains it

• Acacia linarioides
• Alpinia galanga
• Anadenanthera colubrina
• Aquilegia viridiflora
• Astragalus kabadianus
• Brombya platynema
• Cerbera odollam
• Cichorium endivia
• Clinopodium gracile
• Coelogyne prolifera
• Curcuma comosa
• Daphne arisanensis
• Denhamia disperma
• Guadua angustifolia
• Hedychium coronarium
• Jaborosa leucotricha
• Kiggelaria africana
• Lippia abyssinica
• Lupinus luteus
• Morinda morindoides
• Perymenium jelskii
• Phenax angustifolius
• Potentilla candicans
• Prunus mahaleb
• Rhamnus cathartica
• Rhamnus formosana
• Senecio ruwenzoriensis
• Senna didymobotrya
• Spiraea formosana
• Strychnos elaeocarpa
• Strychnos wallichiana
• Tinadendron noumeanum
• Trichilia havanensis
• Tripterospermum lanceolatum
• Vachellia leucophloea
• Veronica liwanensis
• Viburnum betulifolium

Cross-Links

• PubChem: 46871816
• NPASS: NPC79027
• LOTUS: LTS0075649
• wikiData: Q105302181