(1R,3R,5S,8S,9S,12S,13R,14S)-1-hydroxy-13-methyl-14-propan-2-yl-4,7,10-trioxapentacyclo[6.4.1.19,12.03,5.05,13]tetradecane-6,11-dione

Details

• Internal ID: 9c1cbb23-7866-446c-99fe-d433c7dc7bcc
• Taxonomy: Organoheterocyclic compounds > Furopyrans
• IUPAC Name: (1R,3R,5S,8S,9S,12S,13R,14S)-1-hydroxy-13-methyl-14-propan-2-yl-4,7,10-trioxapentacyclo[6.4.1.19,12.03,5.05,13]tetradecane-6,11-dione
• SMILES (Canonical): CC(C)C1C2C3C4(C(C1C(=O)O2)(CC5C4(O5)C(=O)O3)O)C
• SMILES (Isomeric): CC(C)[C@@H]1[C@H]2[C@@H]3[C@@]4([C@]([C@H]1C(=O)O2)(C[C@@H]5[C@]4(O5)C(=O)O3)O)C
• InChI: InChI=1S/C15H18O6/c1-5(2)7-8-11(16)19-9(7)10-13(3)14(8,18)4-6-15(13,21-6)12(17)20-10/h5-10,18H,4H2,1-3H3/t6-,7+,8-,9+,10-,13-,14-,15+/m1/s1
• InChI Key: SJSFJVFGSPJGET-WHHVQDKOSA-N
• Popularity: 22 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₆
• Molecular Weight: 294.30 g/mol
• Exact Mass: 294.11033829 g/mol
• Topological Polar Surface Area (TPSA): 85.40 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.02
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9625	96.25%
Caco-2	-	0.5695	56.95%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5700	57.00%
OATP2B1 inhibitior	-	0.8510	85.10%
OATP1B1 inhibitior	+	0.9431	94.31%
OATP1B3 inhibitior	+	0.9168	91.68%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9577	95.77%
P-glycoprotein inhibitior	-	0.8287	82.87%
P-glycoprotein substrate	-	0.5839	58.39%
CYP3A4 substrate	+	0.5827	58.27%
CYP2C9 substrate	-	0.8103	81.03%
CYP2D6 substrate	-	0.8555	85.55%
CYP3A4 inhibition	-	0.7084	70.84%
CYP2C9 inhibition	-	0.9304	93.04%
CYP2C19 inhibition	-	0.9126	91.26%
CYP2D6 inhibition	-	0.9471	94.71%
CYP1A2 inhibition	-	0.9233	92.33%
CYP2C8 inhibition	-	0.9047	90.47%
CYP inhibitory promiscuity	-	0.9855	98.55%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.5083	50.83%
Eye corrosion	-	0.9832	98.32%
Eye irritation	-	0.9177	91.77%
Skin irritation	-	0.6392	63.92%
Skin corrosion	-	0.7793	77.93%
Ames mutagenesis	+	0.5963	59.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.7075	70.75%
Micronuclear	-	0.5700	57.00%
Hepatotoxicity	+	0.7000	70.00%
skin sensitisation	-	0.7683	76.83%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.7267	72.67%
Acute Oral Toxicity (c)	III	0.4161	41.61%
Estrogen receptor binding	+	0.8369	83.69%
Androgen receptor binding	+	0.6569	65.69%
Thyroid receptor binding	+	0.5791	57.91%
Glucocorticoid receptor binding	-	0.7206	72.06%
Aromatase binding	-	0.6887	68.87%
PPAR gamma	+	0.7383	73.83%
Honey bee toxicity	-	0.8176	81.76%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.7349	73.49%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.45%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.74%	96.09%
CHEMBL2039	P27338	Monoamine oxidase B	90.36%	92.51%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.59%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.10%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.04%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.25%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.01%	97.14%
CHEMBL2581	P07339	Cathepsin D	85.86%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.25%	99.23%
CHEMBL5103	Q969S8	Histone deacetylase 10	83.92%	90.08%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.09%	97.09%

Plants that contains it

• Dendrobium moniliforme

Cross-Links

• PubChem: 102067226
• LOTUS: LTS0244113
• wikiData: Q105254520