(1R,2S,4R,9R,11S,12R,13R)-2,11,12-trihydroxy-13-(hydroxymethyl)-12,13-dimethyl-6,14-dioxatetracyclo[9.2.1.01,9.04,9]tetradecan-7-one

Details

• Internal ID: ef2fea45-587a-4dd3-9d46-04735afa957c
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: (1R,2S,4R,9R,11S,12R,13R)-2,11,12-trihydroxy-13-(hydroxymethyl)-12,13-dimethyl-6,14-dioxatetracyclo[9.2.1.01,9.04,9]tetradecan-7-one
• InChI: InChI=1S/C15H22O7/c1-11(7-16)12(2,19)14(20)6-13-4-10(18)21-5-8(13)3-9(17)15(11,13)22-14/h8-9,16-17,19-20H,3-7H2,1-2H3/t8-,9-,11+,12+,13-,14-,15-/m0/s1
• InChI Key: UMVHBDRFMGIJJQ-CADPAKQESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₇
• Molecular Weight: 314.33 g/mol
• Exact Mass: 314.13655304 g/mol
• Topological Polar Surface Area (TPSA): 116.00 Ų
• XlogP: -1.30
• Atomic LogP (AlogP): -1.09
• H-Bond Acceptor: 7
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6088	60.88%
Caco-2	-	0.5355	53.55%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.6427	64.27%
OATP2B1 inhibitior	-	0.8537	85.37%
OATP1B1 inhibitior	+	0.9107	91.07%
OATP1B3 inhibitior	+	0.9533	95.33%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.8796	87.96%
P-glycoprotein inhibitior	-	0.9194	91.94%
P-glycoprotein substrate	-	0.6614	66.14%
CYP3A4 substrate	+	0.6297	62.97%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8663	86.63%
CYP3A4 inhibition	-	0.9189	91.89%
CYP2C9 inhibition	-	0.9508	95.08%
CYP2C19 inhibition	-	0.9286	92.86%
CYP2D6 inhibition	-	0.9547	95.47%
CYP1A2 inhibition	-	0.9266	92.66%
CYP2C8 inhibition	-	0.8144	81.44%
CYP inhibitory promiscuity	-	0.9778	97.78%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6288	62.88%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.9116	91.16%
Skin irritation	-	0.7035	70.35%
Skin corrosion	-	0.9480	94.80%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7216	72.16%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.6223	62.23%
skin sensitisation	-	0.9209	92.09%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.6194	61.94%
Acute Oral Toxicity (c)	I	0.5914	59.14%
Estrogen receptor binding	+	0.8290	82.90%
Androgen receptor binding	+	0.7057	70.57%
Thyroid receptor binding	+	0.5747	57.47%
Glucocorticoid receptor binding	+	0.6945	69.45%
Aromatase binding	+	0.6723	67.23%
PPAR gamma	-	0.5631	56.31%
Honey bee toxicity	-	0.8370	83.70%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.8495	84.95%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	98.38%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.02%	85.14%
CHEMBL4040	P28482	MAP kinase ERK2	92.93%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.45%	96.09%
CHEMBL299	P17252	Protein kinase C alpha	92.13%	98.03%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.78%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.79%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.09%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.90%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.81%	97.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	86.42%	96.77%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	85.98%	96.95%
CHEMBL2996	Q05655	Protein kinase C delta	84.76%	97.79%
CHEMBL2581	P07339	Cathepsin D	84.74%	98.95%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.91%	86.33%

Plants that contains it

• Illicium dunnianum

Cross-Links

• PubChem: 101938442
• LOTUS: LTS0072093
• wikiData: Q105275762