10,15-Dihydroxy-2,14-dimethyl-5,8,12-trioxapentacyclo[7.6.1.01,6.04,15.010,14]hexadecane-7,11-dione

Details

• Internal ID: ab761371-4e88-44a1-8f91-1fa1b0b1b5c1
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 10,15-dihydroxy-2,14-dimethyl-5,8,12-trioxapentacyclo[7.6.1.01,6.04,15.010,14]hexadecane-7,11-dione
• SMILES (Canonical): CC1CC2C3(C14CC(C5(C3(COC5=O)C)O)OC(=O)C4O2)O
• SMILES (Isomeric): CC1CC2C3(C14CC(C5(C3(COC5=O)C)O)OC(=O)C4O2)O
• InChI: InChI=1S/C15H18O7/c1-6-3-7-15(19)12(2)5-20-11(17)14(12,18)8-4-13(6,15)9(21-7)10(16)22-8/h6-9,18-19H,3-5H2,1-2H3
• InChI Key: KXYYBBVKQOHNOP-UHFFFAOYSA-N
• Popularity: 0 references 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	+	0.8298	82.98%
Caco-2	-	0.6355	63.55%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.7944	79.44%
OATP2B1 inhibitior	-	0.8544	85.44%
OATP1B1 inhibitior	+	0.9129	91.29%
OATP1B3 inhibitior	+	0.9495	94.95%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8364	83.64%
BSEP inhibitior	-	0.9179	91.79%
P-glycoprotein inhibitior	-	0.9018	90.18%
P-glycoprotein substrate	-	0.6544	65.44%
CYP3A4 substrate	+	0.6013	60.13%
CYP2C9 substrate	-	0.8042	80.42%
CYP2D6 substrate	-	0.8482	84.82%
CYP3A4 inhibition	-	0.8828	88.28%
CYP2C9 inhibition	-	0.9353	93.53%
CYP2C19 inhibition	-	0.9475	94.75%
CYP2D6 inhibition	-	0.9635	96.35%
CYP1A2 inhibition	-	0.9293	92.93%
CYP2C8 inhibition	-	0.8524	85.24%
CYP inhibitory promiscuity	-	0.9644	96.44%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6174	61.74%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.9151	91.51%
Skin irritation	-	0.6880	68.80%
Skin corrosion	-	0.9076	90.76%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7948	79.48%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.5552	55.52%
skin sensitisation	-	0.9126	91.26%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.6734	67.34%
Acute Oral Toxicity (c)	III	0.3980	39.80%
Estrogen receptor binding	+	0.6998	69.98%
Androgen receptor binding	+	0.7002	70.02%
Thyroid receptor binding	+	0.5452	54.52%
Glucocorticoid receptor binding	+	0.5722	57.22%
Aromatase binding	+	0.5378	53.78%
PPAR gamma	+	0.5262	52.62%
Honey bee toxicity	-	0.8406	84.06%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9555	95.55%

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	98.54%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.90%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.80%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.02%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.47%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.01%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.70%	99.23%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.44%	96.77%
CHEMBL4208	P20618	Proteasome component C5	84.53%	90.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.72%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.05%	94.45%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.17%	86.33%

Plants that contains it

• Illicium jiadifengpi

Cross-Links

• PubChem: 75046197
• LOTUS: LTS0257756
• wikiData: Q105147606