(1R,2R,3S,7R,8S,11R,13R,14S)-2,7-dihydroxy-3,14-dimethyl-5,9,12-trioxapentacyclo[6.6.1.12,13.01,11.03,7]hexadecane-6,10-dione

Details

• Internal ID: 36ac223e-f254-4400-8ef0-dc074155489c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (1R,2R,3S,7R,8S,11R,13R,14S)-2,7-dihydroxy-3,14-dimethyl-5,9,12-trioxapentacyclo[6.6.1.12,13.01,11.03,7]hexadecane-6,10-dione
• SMILES (Canonical): CC1C2CC3(C14CC(C5(C3(COC5=O)C)O)OC(=O)C4O2)O
• SMILES (Isomeric): C[C@@H]1[C@H]2C[C@]3([C@]14C[C@@H]([C@@]5([C@]3(COC5=O)C)O)OC(=O)[C@@H]4O2)O
• InChI: InChI=1S/C15H18O7/c1-6-7-3-14(18)12(2)5-20-11(17)15(12,19)8-4-13(6,14)9(21-7)10(16)22-8/h6-9,18-19H,3-5H2,1-2H3/t6-,7-,8+,9+,12+,13-,14+,15-/m1/s1
• InChI Key: VEEVVBLKBPKCLN-QNJLKDMTSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₇
• Molecular Weight: 310.30 g/mol
• Exact Mass: 310.10525291 g/mol
• Topological Polar Surface Area (TPSA): 102.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.87
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8658	86.58%
Caco-2	-	0.6651	66.51%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7321	73.21%
OATP2B1 inhibitior	-	0.8535	85.35%
OATP1B1 inhibitior	+	0.9110	91.10%
OATP1B3 inhibitior	+	0.9450	94.50%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8864	88.64%
BSEP inhibitior	-	0.9539	95.39%
P-glycoprotein inhibitior	-	0.8892	88.92%
P-glycoprotein substrate	-	0.6144	61.44%
CYP3A4 substrate	+	0.5906	59.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8475	84.75%
CYP3A4 inhibition	-	0.8539	85.39%
CYP2C9 inhibition	-	0.9470	94.70%
CYP2C19 inhibition	-	0.9572	95.72%
CYP2D6 inhibition	-	0.9632	96.32%
CYP1A2 inhibition	-	0.9401	94.01%
CYP2C8 inhibition	-	0.9190	91.90%
CYP inhibitory promiscuity	-	0.9805	98.05%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5955	59.55%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9181	91.81%
Skin irritation	-	0.6462	64.62%
Skin corrosion	-	0.9126	91.26%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7985	79.85%
Micronuclear	-	0.7100	71.00%
Hepatotoxicity	+	0.7302	73.02%
skin sensitisation	-	0.9124	91.24%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.7058	70.58%
Acute Oral Toxicity (c)	I	0.4917	49.17%
Estrogen receptor binding	+	0.7682	76.82%
Androgen receptor binding	+	0.6991	69.91%
Thyroid receptor binding	-	0.5064	50.64%
Glucocorticoid receptor binding	-	0.5000	50.00%
Aromatase binding	+	0.5487	54.87%
PPAR gamma	-	0.5175	51.75%
Honey bee toxicity	-	0.8693	86.93%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9354	93.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.64%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.55%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.72%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.90%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.93%	97.25%
CHEMBL4208	P20618	Proteasome component C5	85.40%	90.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.55%	99.23%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.14%	96.77%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.74%	100.00%

Plants that contains it

• Illicium jiadifengpi

Cross-Links

• PubChem: 162939033
• LOTUS: LTS0108904
• wikiData: Q105284548