(1S,2S,6S,7R,8R,14S)-7,14-dihydroxy-2,6,14-trimethyl-4,11-dioxatetracyclo[6.3.3.01,8.02,6]tetradecane-5,10-dione

Details

• Internal ID: a7df1060-d2e9-4f3c-a5e1-1b66ac3f8e64
• Taxonomy: Organoheterocyclic compounds > Lactones > Gamma butyrolactones
• IUPAC Name: (1S,2S,6S,7R,8R,14S)-7,14-dihydroxy-2,6,14-trimethyl-4,11-dioxatetracyclo[6.3.3.01,8.02,6]tetradecane-5,10-dione
• SMILES (Canonical): CC1(CCC23C1(CC(=O)O2)C(C4(C3(COC4=O)C)C)O)O
• SMILES (Isomeric): C[C@@]1(CC[C@]23[C@]1(CC(=O)O2)[C@H]([C@@]4([C@]3(COC4=O)C)C)O)O
• InChI: InChI=1S/C15H20O6/c1-11-7-20-10(18)13(11,3)9(17)14-6-8(16)21-15(11,14)5-4-12(14,2)19/h9,17,19H,4-7H2,1-3H3/t9-,11+,12-,13-,14+,15-/m0/s1
• InChI Key: NRWHGPZPTAZIGN-VSURQPOISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₆
• Molecular Weight: 296.31 g/mol
• Exact Mass: 296.12598835 g/mol
• Topological Polar Surface Area (TPSA): 93.10 Ų
• XlogP: -0.30
• Atomic LogP (AlogP): 0.15
• H-Bond Acceptor: 6
• 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	+	0.9109	91.09%
Caco-2	+	0.6575	65.75%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6809	68.09%
OATP2B1 inhibitior	-	0.8500	85.00%
OATP1B1 inhibitior	+	0.9131	91.31%
OATP1B3 inhibitior	+	0.9349	93.49%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.6717	67.17%
BSEP inhibitior	-	0.8808	88.08%
P-glycoprotein inhibitior	-	0.8885	88.85%
P-glycoprotein substrate	-	0.8089	80.89%
CYP3A4 substrate	+	0.5839	58.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8286	82.86%
CYP3A4 inhibition	-	0.8574	85.74%
CYP2C9 inhibition	-	0.9003	90.03%
CYP2C19 inhibition	-	0.9501	95.01%
CYP2D6 inhibition	-	0.9681	96.81%
CYP1A2 inhibition	-	0.8456	84.56%
CYP2C8 inhibition	-	0.9061	90.61%
CYP inhibitory promiscuity	-	0.9900	99.00%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5938	59.38%
Eye corrosion	-	0.9864	98.64%
Eye irritation	+	0.5686	56.86%
Skin irritation	-	0.5991	59.91%
Skin corrosion	-	0.9020	90.20%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5256	52.56%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	+	0.6659	66.59%
skin sensitisation	-	0.9198	91.98%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.7675	76.75%
Acute Oral Toxicity (c)	III	0.4147	41.47%
Estrogen receptor binding	+	0.7072	70.72%
Androgen receptor binding	+	0.7015	70.15%
Thyroid receptor binding	-	0.5855	58.55%
Glucocorticoid receptor binding	-	0.6798	67.98%
Aromatase binding	+	0.6335	63.35%
PPAR gamma	-	0.6371	63.71%
Honey bee toxicity	-	0.8706	87.06%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.8851	88.51%

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	90.43%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.77%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.74%	96.77%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.42%	94.45%
CHEMBL2581	P07339	Cathepsin D	89.33%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.45%	96.09%
CHEMBL220	P22303	Acetylcholinesterase	87.26%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.77%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.35%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	83.94%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.39%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.87%	99.23%

Plants that contains it

• Illicium merrillianum

Cross-Links

• PubChem: 10085916
• LOTUS: LTS0195578
• wikiData: Q105184855