(2S,3S,4R,6R,8S,11R,13R,15R)-13,18-dihydroxy-6-methyl-2-(2-oxopropyl)-16-oxatetracyclo[13.2.2.03,11.04,8]nonadeca-1(18),9-diene-7,17-dione

Details

• Internal ID: ca36aa86-fde7-4c64-86e5-dbdcfa839049
• Taxonomy: Organoheterocyclic compounds > Pyrans > Pyranones and derivatives > Dihydropyranones
• IUPAC Name: (2S,3S,4R,6R,8S,11R,13R,15R)-13,18-dihydroxy-6-methyl-2-(2-oxopropyl)-16-oxatetracyclo[13.2.2.03,11.04,8]nonadeca-1(18),9-diene-7,17-dione
• SMILES (Canonical): CC1CC2C(C1=O)C=CC3C2C(C4=C(CC(CC(C3)O)OC4=O)O)CC(=O)C
• SMILES (Isomeric): C[C@@H]1C[C@H]2[C@@H](C1=O)C=C[C@@H]3[C@@H]2[C@@H](C4=C(C[C@@H](C[C@@H](C3)O)OC4=O)O)CC(=O)C
• InChI: InChI=1S/C22H28O6/c1-10-5-16-15(21(10)26)4-3-12-7-13(24)8-14-9-18(25)20(22(27)28-14)17(19(12)16)6-11(2)23/h3-4,10,12-17,19,24-25H,5-9H2,1-2H3/t10-,12+,13-,14-,15+,16+,17+,19+/m1/s1
• InChI Key: MLTKAVZDJLQPHH-FVJYXUEQSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₂₈O₆
• Molecular Weight: 388.50 g/mol
• Exact Mass: 388.18858861 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: 1.30
• Atomic LogP (AlogP): 2.51
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9627	96.27%
Caco-2	-	0.5906	59.06%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6703	67.03%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8193	81.93%
OATP1B3 inhibitior	+	0.9730	97.30%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.7849	78.49%
P-glycoprotein inhibitior	-	0.6779	67.79%
P-glycoprotein substrate	-	0.5460	54.60%
CYP3A4 substrate	+	0.6307	63.07%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8930	89.30%
CYP3A4 inhibition	-	0.5232	52.32%
CYP2C9 inhibition	-	0.8353	83.53%
CYP2C19 inhibition	-	0.9054	90.54%
CYP2D6 inhibition	-	0.9102	91.02%
CYP1A2 inhibition	-	0.8902	89.02%
CYP2C8 inhibition	-	0.6884	68.84%
CYP inhibitory promiscuity	-	0.8423	84.23%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9713	97.13%
Carcinogenicity (trinary)	Non-required	0.4658	46.58%
Eye corrosion	-	0.9836	98.36%
Eye irritation	-	0.9323	93.23%
Skin irritation	-	0.5248	52.48%
Skin corrosion	-	0.9275	92.75%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4390	43.90%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.7285	72.85%
skin sensitisation	-	0.8037	80.37%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	+	0.5765	57.65%
Acute Oral Toxicity (c)	I	0.6331	63.31%
Estrogen receptor binding	+	0.5620	56.20%
Androgen receptor binding	+	0.7245	72.45%
Thyroid receptor binding	-	0.6213	62.13%
Glucocorticoid receptor binding	+	0.6513	65.13%
Aromatase binding	-	0.6468	64.68%
PPAR gamma	-	0.6197	61.97%
Honey bee toxicity	-	0.8026	80.26%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9528	95.28%

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	97.63%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.85%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.86%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	91.33%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.31%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.67%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	83.79%	94.73%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.82%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.56%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162902499
• LOTUS: LTS0046929
• wikiData: Q105167099