(1R,2S,4S,5S,8R,9S,10S)-4,9,10-trihydroxy-2,8,9-trimethyl-6,13-dioxatetracyclo[8.3.1.01,5.05,8]tetradecan-12-one

Details

• Internal ID: 25849a34-2820-419c-bc3c-952ae67d5ac0
• Taxonomy: Organoheterocyclic compounds > Lactones > Delta valerolactones
• IUPAC Name: (1R,2S,4S,5S,8R,9S,10S)-4,9,10-trihydroxy-2,8,9-trimethyl-6,13-dioxatetracyclo[8.3.1.01,5.05,8]tetradecan-12-one
• InChI: InChI=1S/C15H22O6/c1-8-4-9(16)15-11(2,7-20-15)12(3,18)13(19)5-10(17)21-14(8,15)6-13/h8-9,16,18-19H,4-7H2,1-3H3/t8-,9-,11+,12-,13+,14+,15+/m0/s1
• InChI Key: KKPUOWLVOIVERK-LYTXDNCSSA-N
• Popularity: 2 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): 96.20 Ų
• XlogP: -0.90
• Atomic LogP (AlogP): -0.27
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8804	88.04%
Caco-2	+	0.5525	55.25%
Blood Brain Barrier	-	0.7000	70.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.6851	68.51%
OATP2B1 inhibitior	-	0.8504	85.04%
OATP1B1 inhibitior	+	0.9142	91.42%
OATP1B3 inhibitior	+	0.9053	90.53%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8614	86.14%
P-glycoprotein inhibitior	-	0.9114	91.14%
P-glycoprotein substrate	-	0.6764	67.64%
CYP3A4 substrate	+	0.6022	60.22%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8454	84.54%
CYP3A4 inhibition	-	0.8994	89.94%
CYP2C9 inhibition	-	0.9276	92.76%
CYP2C19 inhibition	-	0.9034	90.34%
CYP2D6 inhibition	-	0.9558	95.58%
CYP1A2 inhibition	-	0.7916	79.16%
CYP2C8 inhibition	-	0.8319	83.19%
CYP inhibitory promiscuity	-	0.9914	99.14%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5470	54.70%
Eye corrosion	-	0.9900	99.00%
Eye irritation	-	0.8506	85.06%
Skin irritation	-	0.6228	62.28%
Skin corrosion	-	0.9324	93.24%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6999	69.99%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.5042	50.42%
skin sensitisation	-	0.8902	89.02%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	+	0.7317	73.17%
Acute Oral Toxicity (c)	III	0.4059	40.59%
Estrogen receptor binding	+	0.7275	72.75%
Androgen receptor binding	+	0.7251	72.51%
Thyroid receptor binding	+	0.5644	56.44%
Glucocorticoid receptor binding	+	0.6560	65.60%
Aromatase binding	+	0.6923	69.23%
PPAR gamma	-	0.6418	64.18%
Honey bee toxicity	-	0.7966	79.66%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9235	92.35%

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	95.45%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.23%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.79%	85.14%
CHEMBL2581	P07339	Cathepsin D	91.61%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.66%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.69%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.61%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.14%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	84.47%	91.19%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.34%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.34%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.74%	99.23%
CHEMBL2996	Q05655	Protein kinase C delta	82.71%	97.79%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.28%	96.77%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.09%	92.94%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163195092
• LOTUS: LTS0054090
• wikiData: Q105142308