7,11-Dihydroxy-6,6-bis(hydroxymethyl)-2,7-dimethyl-9-oxatricyclo[6.3.1.01,5]dodec-4-en-10-one

Details

• Internal ID: a1e66fea-1467-4486-ab35-7920e9e4f71f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: 7,11-dihydroxy-6,6-bis(hydroxymethyl)-2,7-dimethyl-9-oxatricyclo[6.3.1.01,5]dodec-4-en-10-one
• SMILES (Canonical): CC1CC=C2C13CC(C(C2(CO)CO)(C)O)OC(=O)C3O
• SMILES (Isomeric): CC1CC=C2C13CC(C(C2(CO)CO)(C)O)OC(=O)C3O
• InChI: InChI=1S/C15H22O6/c1-8-3-4-9-14(6-16,7-17)13(2,20)10-5-15(8,9)11(18)12(19)21-10/h4,8,10-11,16-18,20H,3,5-7H2,1-2H3
• InChI Key: CSAQCZOWKUSOKN-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₆
• Molecular Weight: 298.33 g/mol
• Exact Mass: 298.14163842 g/mol
• Topological Polar Surface Area (TPSA): 107.00 Ų
• XlogP: -0.40
• Atomic LogP (AlogP): -0.65
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9143	91.43%
Caco-2	-	0.6616	66.16%
Blood Brain Barrier	-	0.5584	55.84%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7495	74.95%
OATP2B1 inhibitior	-	0.8535	85.35%
OATP1B1 inhibitior	+	0.9172	91.72%
OATP1B3 inhibitior	+	0.9311	93.11%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9317	93.17%
BSEP inhibitior	-	0.8578	85.78%
P-glycoprotein inhibitior	-	0.9247	92.47%
P-glycoprotein substrate	-	0.7556	75.56%
CYP3A4 substrate	+	0.5480	54.80%
CYP2C9 substrate	-	0.8004	80.04%
CYP2D6 substrate	-	0.8474	84.74%
CYP3A4 inhibition	-	0.9449	94.49%
CYP2C9 inhibition	-	0.9318	93.18%
CYP2C19 inhibition	-	0.9012	90.12%
CYP2D6 inhibition	-	0.9273	92.73%
CYP1A2 inhibition	-	0.8720	87.20%
CYP2C8 inhibition	-	0.9086	90.86%
CYP inhibitory promiscuity	-	0.8323	83.23%
UGT catelyzed	+	0.8362	83.62%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6562	65.62%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9030	90.30%
Skin irritation	-	0.6441	64.41%
Skin corrosion	-	0.9467	94.67%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8203	82.03%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.6017	60.17%
skin sensitisation	-	0.8944	89.44%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	+	0.6031	60.31%
Acute Oral Toxicity (c)	III	0.4724	47.24%
Estrogen receptor binding	+	0.5760	57.60%
Androgen receptor binding	+	0.6610	66.10%
Thyroid receptor binding	+	0.5376	53.76%
Glucocorticoid receptor binding	-	0.5637	56.37%
Aromatase binding	-	0.5580	55.80%
PPAR gamma	-	0.5319	53.19%
Honey bee toxicity	-	0.8768	87.68%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9616	96.16%

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	95.93%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.51%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.50%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.81%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.87%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.80%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.79%	100.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	82.37%	90.24%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.98%	86.33%
CHEMBL2581	P07339	Cathepsin D	81.88%	98.95%

Plants that contains it

• Illicium floridanum

Cross-Links

• PubChem: 85281527
• LOTUS: LTS0193416
• wikiData: Q104969044