CID 11970036

Details

• Internal ID: f769f2fd-72a6-4c9c-81d0-8344064bb1f1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (1S,2R,6S,7R,8R,11R)-4,5,7,11-tetrahydroxy-2,7-dimethylspiro[9-oxatricyclo[6.3.1.01,5]dodecane-6,3'-oxetane]-2',10-dione
• SMILES (Canonical): CC1CC(C2(C13CC(C(C24COC4=O)(C)O)OC(=O)C3O)O)O
• SMILES (Isomeric): C[C@@H]1CC(C2([C@@]13C[C@H]([C@]([C@@]24COC4=O)(C)O)OC(=O)[C@@H]3O)O)O
• InChI: InChI=1S/C15H20O8/c1-6-3-7(16)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/t6-,7?,8-,9+,12+,13+,14+,15?/m1/s1
• InChI Key: GEVWHIDSUOMVRI-KKGLVPANSA-N
• Popularity: 26 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

• NSC656103
• NSC-656103
• (1S,2R,6S,7R,8R,11R)-4,5,7,11-Tetrahydroxy-2,7-dimethylspiro[9-oxatricyclo[6.3.1.01,5]dodecane-6,3'-oxetane]-2',10-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7116	71.16%
Caco-2	-	0.8070	80.70%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6897	68.97%
OATP2B1 inhibitior	-	0.8523	85.23%
OATP1B1 inhibitior	+	0.9185	91.85%
OATP1B3 inhibitior	+	0.9469	94.69%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9347	93.47%
P-glycoprotein inhibitior	-	0.8934	89.34%
P-glycoprotein substrate	-	0.6125	61.25%
CYP3A4 substrate	+	0.6025	60.25%
CYP2C9 substrate	-	0.8046	80.46%
CYP2D6 substrate	-	0.8343	83.43%
CYP3A4 inhibition	-	0.8916	89.16%
CYP2C9 inhibition	-	0.9369	93.69%
CYP2C19 inhibition	-	0.9182	91.82%
CYP2D6 inhibition	-	0.9418	94.18%
CYP1A2 inhibition	-	0.8986	89.86%
CYP2C8 inhibition	-	0.8830	88.30%
CYP inhibitory promiscuity	-	0.9932	99.32%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5972	59.72%
Eye corrosion	-	0.9883	98.83%
Eye irritation	-	0.9047	90.47%
Skin irritation	-	0.6910	69.10%
Skin corrosion	-	0.9195	91.95%
Ames mutagenesis	-	0.5554	55.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6318	63.18%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.6845	68.45%
skin sensitisation	-	0.8962	89.62%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.6823	68.23%
Acute Oral Toxicity (c)	III	0.4390	43.90%
Estrogen receptor binding	+	0.7208	72.08%
Androgen receptor binding	+	0.7329	73.29%
Thyroid receptor binding	+	0.5493	54.93%
Glucocorticoid receptor binding	-	0.5394	53.94%
Aromatase binding	-	0.5976	59.76%
PPAR gamma	-	0.6583	65.83%
Honey bee toxicity	-	0.7839	78.39%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9245	92.45%

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	98.56%	85.14%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.99%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.91%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.23%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.89%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.95%	97.25%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.79%	96.77%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.02%	89.00%
CHEMBL2996	Q05655	Protein kinase C delta	82.60%	97.79%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.15%	91.11%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.71%	99.23%

Plants that contains it

• Illicium verum

Cross-Links

• PubChem: 11970036
• NPASS: NPC274494