5'-(Hydroxymethyl)-4',4',10-trimethylspiro[3-oxatricyclo[7.2.1.01,6]dodecane-5,6'-cyclohex-2-ene]-1',2,11-trione

Details

• Internal ID: aa7ae11f-7c50-40d8-a724-cd050c0769d0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones > Diterpene lactones
• IUPAC Name: 5'-(hydroxymethyl)-4',4',10-trimethylspiro[3-oxatricyclo[7.2.1.01,6]dodecane-5,6'-cyclohex-2-ene]-1',2,11-trione
• SMILES (Canonical): CC1C2CCC3C(C2)(C1=O)C(=O)OCC34C(C(C=CC4=O)(C)C)CO
• SMILES (Isomeric): CC1C2CCC3C(C2)(C1=O)C(=O)OCC34C(C(C=CC4=O)(C)C)CO
• InChI: InChI=1S/C20H26O5/c1-11-12-4-5-13-19(8-12,16(11)23)17(24)25-10-20(13)14(9-21)18(2,3)7-6-15(20)22/h6-7,11-14,21H,4-5,8-10H2,1-3H3
• InChI Key: DTJFZUGVXLSARZ-UHFFFAOYSA-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): 80.70 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 1.92
• H-Bond Acceptor: 5
• 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	+	0.8978	89.78%
Caco-2	+	0.6890	68.90%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7144	71.44%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8942	89.42%
OATP1B3 inhibitior	+	0.9407	94.07%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.6921	69.21%
P-glycoprotein inhibitior	-	0.7664	76.64%
P-glycoprotein substrate	-	0.6246	62.46%
CYP3A4 substrate	+	0.6079	60.79%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8913	89.13%
CYP3A4 inhibition	-	0.8936	89.36%
CYP2C9 inhibition	-	0.7996	79.96%
CYP2C19 inhibition	-	0.8095	80.95%
CYP2D6 inhibition	-	0.9383	93.83%
CYP1A2 inhibition	-	0.7837	78.37%
CYP2C8 inhibition	-	0.7324	73.24%
CYP inhibitory promiscuity	-	0.9271	92.71%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7023	70.23%
Eye corrosion	-	0.9852	98.52%
Eye irritation	-	0.9780	97.80%
Skin irritation	-	0.6593	65.93%
Skin corrosion	-	0.9358	93.58%
Ames mutagenesis	-	0.5524	55.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.7901	79.01%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.6198	61.98%
skin sensitisation	-	0.8365	83.65%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.6408	64.08%
Acute Oral Toxicity (c)	III	0.4208	42.08%
Estrogen receptor binding	+	0.7377	73.77%
Androgen receptor binding	+	0.6457	64.57%
Thyroid receptor binding	+	0.5622	56.22%
Glucocorticoid receptor binding	+	0.6347	63.47%
Aromatase binding	-	0.5569	55.69%
PPAR gamma	+	0.6586	65.86%
Honey bee toxicity	-	0.9008	90.08%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9729	97.29%

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	94.70%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.04%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.05%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.16%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.06%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.40%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.75%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.16%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.03%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.84%	86.33%

Plants that contains it

• Isodon eriocalyx

Cross-Links

• PubChem: 73802109
• LOTUS: LTS0113529
• wikiData: Q104988830