(1S,2'R,5R,6S,9R,10S)-2'-(hydroxymethyl)-10-(methoxymethyl)-3',3'-dimethylspiro[3-oxatricyclo[7.2.1.01,6]dodecane-5,1'-cyclohexane]-2,11-dione

Details

• Internal ID: 3cba2acf-6925-4952-9d47-9872c8137529
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: (1S,2'R,5R,6S,9R,10S)-2'-(hydroxymethyl)-10-(methoxymethyl)-3',3'-dimethylspiro[3-oxatricyclo[7.2.1.01,6]dodecane-5,1'-cyclohexane]-2,11-dione
• SMILES (Canonical): CC1(CCCC2(C1CO)COC(=O)C34C2CCC(C3)C(C4=O)COC)C
• SMILES (Isomeric): CC1(CCC[C@@]2([C@@H]1CO)COC(=O)[C@]34[C@H]2CC[C@H](C3)[C@H](C4=O)COC)C
• InChI: InChI=1S/C21H32O5/c1-19(2)7-4-8-20(16(19)10-22)12-26-18(24)21-9-13(5-6-15(20)21)14(11-25-3)17(21)23/h13-16,22H,4-12H2,1-3H3/t13-,14-,15+,16-,20-,21+/m1/s1
• InChI Key: ZNNJYKFHWZLLTN-AYZQKUJSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₂O₅
• Molecular Weight: 364.50 g/mol
• Exact Mass: 364.22497412 g/mol
• Topological Polar Surface Area (TPSA): 72.80 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.60
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8550	85.50%
Caco-2	+	0.6470	64.70%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6717	67.17%
OATP2B1 inhibitior	-	0.8608	86.08%
OATP1B1 inhibitior	+	0.8749	87.49%
OATP1B3 inhibitior	+	0.9307	93.07%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.6089	60.89%
P-glycoprotein inhibitior	-	0.7133	71.33%
P-glycoprotein substrate	-	0.6802	68.02%
CYP3A4 substrate	+	0.6514	65.14%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8445	84.45%
CYP3A4 inhibition	-	0.7292	72.92%
CYP2C9 inhibition	-	0.6964	69.64%
CYP2C19 inhibition	-	0.7671	76.71%
CYP2D6 inhibition	-	0.9449	94.49%
CYP1A2 inhibition	-	0.8222	82.22%
CYP2C8 inhibition	-	0.5664	56.64%
CYP inhibitory promiscuity	-	0.9536	95.36%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7058	70.58%
Eye corrosion	-	0.9852	98.52%
Eye irritation	-	0.9434	94.34%
Skin irritation	-	0.7608	76.08%
Skin corrosion	-	0.9491	94.91%
Ames mutagenesis	-	0.6770	67.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6462	64.62%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8766	87.66%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	+	0.6450	64.50%
Acute Oral Toxicity (c)	III	0.3851	38.51%
Estrogen receptor binding	+	0.8614	86.14%
Androgen receptor binding	+	0.6781	67.81%
Thyroid receptor binding	+	0.5567	55.67%
Glucocorticoid receptor binding	+	0.7859	78.59%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.6121	61.21%
Honey bee toxicity	-	0.8091	80.91%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5800	58.00%
Fish aquatic toxicity	+	0.9279	92.79%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.69%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	96.01%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.99%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.82%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.18%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.19%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.07%	96.77%
CHEMBL1871	P10275	Androgen Receptor	87.42%	96.43%
CHEMBL2581	P07339	Cathepsin D	86.67%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.56%	95.89%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.27%	86.33%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.91%	92.62%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	84.31%	95.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.77%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	83.39%	94.75%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.35%	97.14%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.03%	96.61%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.89%	96.95%
CHEMBL226	P30542	Adenosine A1 receptor	82.44%	95.93%
CHEMBL5555	O00767	Acyl-CoA desaturase	82.42%	97.50%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.85%	82.69%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	81.67%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.26%	95.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.03%	94.00%
CHEMBL5255	O00206	Toll-like receptor 4	80.98%	92.50%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.81%	85.14%

Plants that contains it

• Arctotheca calendula
• Crotalaria laburnifolia
• Danae racemosa
• Daphniphyllum calycinum
• Elaeagnus angustifolia
• Isodon sculponeatus
• Melampodium argophyllum
• Ozothamnus obcordatus
• Quercus robur
• Salsola arbuscula

Cross-Links

• PubChem: 49870970
• NPASS: NPC186216
• LOTUS: LTS0065668
• wikiData: Q105380132