(2R,3S,5R,8R,10S,12R)-2,12-dihydroxy-5,10,15-trimethyl-4,9,13-trioxatetracyclo[10.3.0.03,5.08,10]pentadec-1(15)-en-14-one

Details

• Internal ID: ed4a9742-2dd0-442d-aaf4-2b6ef46cc659
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Terpene lactones
• IUPAC Name: (2R,3S,5R,8R,10S,12R)-2,12-dihydroxy-5,10,15-trimethyl-4,9,13-trioxatetracyclo[10.3.0.03,5.08,10]pentadec-1(15)-en-14-one
• InChI: InChI=1S/C15H20O6/c1-7-9-10(16)11-13(2,20-11)5-4-8-14(3,19-8)6-15(9,18)21-12(7)17/h8,10-11,16,18H,4-6H2,1-3H3/t8-,10-,11+,13-,14+,15-/m1/s1
• InChI Key: DZJFJOWCBMBELD-IJADEAJPSA-N
• Popularity: 2 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): 91.80 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): 0.41
• 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	+	0.9599	95.99%
Caco-2	+	0.6515	65.15%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5825	58.25%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.9410	94.10%
OATP1B3 inhibitior	+	0.9684	96.84%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.7213	72.13%
P-glycoprotein inhibitior	-	0.7889	78.89%
P-glycoprotein substrate	-	0.8323	83.23%
CYP3A4 substrate	+	0.6090	60.90%
CYP2C9 substrate	-	0.7973	79.73%
CYP2D6 substrate	-	0.8606	86.06%
CYP3A4 inhibition	-	0.7697	76.97%
CYP2C9 inhibition	-	0.8353	83.53%
CYP2C19 inhibition	-	0.8654	86.54%
CYP2D6 inhibition	-	0.9380	93.80%
CYP1A2 inhibition	+	0.5417	54.17%
CYP2C8 inhibition	-	0.8751	87.51%
CYP inhibitory promiscuity	-	0.9364	93.64%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Danger	0.4426	44.26%
Eye corrosion	-	0.9861	98.61%
Eye irritation	-	0.9400	94.00%
Skin irritation	+	0.5737	57.37%
Skin corrosion	-	0.9019	90.19%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6884	68.84%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.5711	57.11%
skin sensitisation	-	0.8204	82.04%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	+	0.6426	64.26%
Acute Oral Toxicity (c)	III	0.4115	41.15%
Estrogen receptor binding	+	0.7726	77.26%
Androgen receptor binding	+	0.5609	56.09%
Thyroid receptor binding	+	0.7409	74.09%
Glucocorticoid receptor binding	+	0.7569	75.69%
Aromatase binding	+	0.5619	56.19%
PPAR gamma	+	0.6975	69.75%
Honey bee toxicity	-	0.8340	83.40%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.9376	93.76%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.74%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.58%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.16%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.57%	89.00%
CHEMBL2581	P07339	Cathepsin D	88.02%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.31%	99.23%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.09%	95.89%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.86%	97.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.75%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.38%	97.09%
CHEMBL204	P00734	Thrombin	80.65%	96.01%

Plants that contains it

• Salvia castanea

Cross-Links

• PubChem: 102577289
• LOTUS: LTS0112447
• wikiData: Q104991826