(1S,4'R,5S,6S,9R,11R)-11-hydroxy-4'-(hydroxymethyl)-10-methylidene-3'-propan-2-ylspiro[3-oxatricyclo[7.2.1.01,6]dodecane-5,5'-cyclopent-2-ene]-1',2-dione

Details

• Internal ID: fee37a70-9b92-4b1e-875b-ce992778d42c
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: (1S,4'R,5S,6S,9R,11R)-11-hydroxy-4'-(hydroxymethyl)-10-methylidene-3'-propan-2-ylspiro[3-oxatricyclo[7.2.1.01,6]dodecane-5,5'-cyclopent-2-ene]-1',2-dione
• SMILES (Canonical): CC(C)C1=CC(=O)C2(C1CO)COC(=O)C34C2CCC(C3)C(=C)C4O
• SMILES (Isomeric): CC(C)C1=CC(=O)[C@@]2([C@@H]1CO)COC(=O)[C@]34[C@H]2CC[C@H](C3)C(=C)[C@H]4O
• InChI: InChI=1S/C20H26O5/c1-10(2)13-6-16(22)20(14(13)8-21)9-25-18(24)19-7-12(4-5-15(19)20)11(3)17(19)23/h6,10,12,14-15,17,21,23H,3-5,7-9H2,1-2H3/t12-,14-,15-,17-,19+,20-/m1/s1
• InChI Key: VSWGSHJMJQTIQH-QFRDXJGDSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₅
• Molecular Weight: 346.40 g/mol
• Exact Mass: 346.17802393 g/mol
• Topological Polar Surface Area (TPSA): 83.80 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 1.64
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8632	86.32%
Caco-2	-	0.5308	53.08%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8241	82.41%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.9272	92.72%
OATP1B3 inhibitior	+	0.9199	91.99%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6416	64.16%
BSEP inhibitior	-	0.7578	75.78%
P-glycoprotein inhibitior	-	0.8223	82.23%
P-glycoprotein substrate	-	0.5730	57.30%
CYP3A4 substrate	+	0.5646	56.46%
CYP2C9 substrate	-	0.8170	81.70%
CYP2D6 substrate	-	0.8922	89.22%
CYP3A4 inhibition	-	0.8485	84.85%
CYP2C9 inhibition	-	0.7535	75.35%
CYP2C19 inhibition	-	0.7872	78.72%
CYP2D6 inhibition	-	0.9019	90.19%
CYP1A2 inhibition	-	0.7797	77.97%
CYP2C8 inhibition	-	0.7795	77.95%
CYP inhibitory promiscuity	-	0.8566	85.66%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6720	67.20%
Eye corrosion	-	0.9842	98.42%
Eye irritation	-	0.9094	90.94%
Skin irritation	-	0.6707	67.07%
Skin corrosion	-	0.9378	93.78%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6148	61.48%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.6042	60.42%
skin sensitisation	-	0.7775	77.75%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.6936	69.36%
Acute Oral Toxicity (c)	III	0.4473	44.73%
Estrogen receptor binding	+	0.8536	85.36%
Androgen receptor binding	+	0.6423	64.23%
Thyroid receptor binding	+	0.6902	69.02%
Glucocorticoid receptor binding	+	0.8016	80.16%
Aromatase binding	+	0.5623	56.23%
PPAR gamma	+	0.5475	54.75%
Honey bee toxicity	-	0.8504	85.04%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9849	98.49%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.38%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	96.26%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.36%	91.11%
CHEMBL218	P21554	Cannabinoid CB1 receptor	93.92%	96.61%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.13%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.85%	94.45%
CHEMBL226	P30542	Adenosine A1 receptor	91.86%	95.93%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.85%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.48%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.41%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.57%	95.89%
CHEMBL3145	P42338	PI3-kinase p110-beta subunit	86.34%	98.75%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.63%	96.47%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.59%	89.00%
CHEMBL4072	P07858	Cathepsin B	84.58%	93.67%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.42%	96.38%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.40%	97.14%
CHEMBL1937	Q92769	Histone deacetylase 2	83.68%	94.75%
CHEMBL2964	P36507	Dual specificity mitogen-activated protein kinase kinase 2	83.66%	80.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	83.54%	90.71%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.53%	92.62%
CHEMBL221	P23219	Cyclooxygenase-1	82.59%	90.17%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.03%	96.77%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.02%	82.69%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	80.79%	94.80%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.60%	95.89%
CHEMBL5555	O00767	Acyl-CoA desaturase	80.21%	97.50%

Plants that contains it

• Isodon eriocalyx

Cross-Links

• PubChem: 56964574
• LOTUS: LTS0123254
• wikiData: Q105292570