3,5,7,11-Tetrahydroxy-2,7-dimethylspiro[9-oxatricyclo[6.3.1.01,5]dodecane-6,3'-oxetane]-2',10-dione

Details

• Internal ID: 1b8f16dc-9bba-41fd-91ee-e8e5428fae6b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 3,5,7,11-tetrahydroxy-2,7-dimethylspiro[9-oxatricyclo[6.3.1.01,5]dodecane-6,3'-oxetane]-2',10-dione
• SMILES (Canonical): CC1C(CC2(C13CC(C(C24COC4=O)(C)O)OC(=O)C3O)O)O
• SMILES (Isomeric): CC1C(CC2(C13CC(C(C24COC4=O)(C)O)OC(=O)C3O)O)O
• InChI: InChI=1S/C15H20O8/c1-6-7(16)3-15(21)13(6)4-8(23-10(18)9(13)17)12(2,20)14(15)5-22-11(14)19/h6-9,16-17,20-21H,3-5H2,1-2H3
• InChI Key: RIYJLCNQRZRASC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₈
• Molecular Weight: 328.31 g/mol
• Exact Mass: 328.11581759 g/mol
• Topological Polar Surface Area (TPSA): 134.00 Ų
• XlogP: -1.90
• Atomic LogP (AlogP): -1.91
• H-Bond Acceptor: 8
• H-Bond Donor: 4
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7830	78.30%
Caco-2	-	0.7717	77.17%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.6893	68.93%
OATP2B1 inhibitior	-	0.8533	85.33%
OATP1B1 inhibitior	+	0.9004	90.04%
OATP1B3 inhibitior	+	0.9434	94.34%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9114	91.14%
BSEP inhibitior	-	0.8989	89.89%
P-glycoprotein inhibitior	-	0.8843	88.43%
P-glycoprotein substrate	-	0.5533	55.33%
CYP3A4 substrate	+	0.5996	59.96%
CYP2C9 substrate	-	0.8052	80.52%
CYP2D6 substrate	-	0.8273	82.73%
CYP3A4 inhibition	-	0.9066	90.66%
CYP2C9 inhibition	-	0.9329	93.29%
CYP2C19 inhibition	-	0.9332	93.32%
CYP2D6 inhibition	-	0.9513	95.13%
CYP1A2 inhibition	-	0.9128	91.28%
CYP2C8 inhibition	-	0.9320	93.20%
CYP inhibitory promiscuity	-	0.9890	98.90%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5887	58.87%
Eye corrosion	-	0.9881	98.81%
Eye irritation	-	0.9279	92.79%
Skin irritation	-	0.6908	69.08%
Skin corrosion	-	0.9107	91.07%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7026	70.26%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.6927	69.27%
skin sensitisation	-	0.8958	89.58%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.8556	85.56%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.5786	57.86%
Acute Oral Toxicity (c)	III	0.4005	40.05%
Estrogen receptor binding	+	0.7230	72.30%
Androgen receptor binding	+	0.7085	70.85%
Thyroid receptor binding	+	0.5441	54.41%
Glucocorticoid receptor binding	-	0.5143	51.43%
Aromatase binding	-	0.6367	63.67%
PPAR gamma	-	0.6371	63.71%
Honey bee toxicity	-	0.8676	86.76%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.8525	85.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.61%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.33%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.77%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.55%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.36%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.56%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.90%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	81.81%	96.77%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.74%	89.34%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	81.32%	91.07%

Plants that contains it

• Illicium floridanum
• Ligularia vellerea

Cross-Links

• PubChem: 14807800
• LOTUS: LTS0190505
• wikiData: Q104934263