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

Details

• Internal ID: d6447c4e-56bb-4704-93af-8bf19b9000bb
• Taxonomy: Organoheterocyclic compounds > Furopyrans
• IUPAC Name: (1R,3R,5S,8S,9R,12S,13R,14R)-14-[(2S)-1,2-dihydroxypropan-2-yl]-1-hydroxy-13-methyl-4,7,10-trioxapentacyclo[6.4.1.19,12.03,5.05,13]tetradecane-6,11-dione
• InChI: InChI=1S/C15H18O8/c1-12(19,4-16)6-7-10(17)21-8(6)9-13(2)14(7,20)3-5-15(13,23-5)11(18)22-9/h5-9,16,19-20H,3-4H2,1-2H3/t5-,6-,7-,8-,9-,12-,13-,14-,15+/m1/s1
• InChI Key: CVKWZMKSOLCEOF-MJEAWWIBSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₈
• Molecular Weight: 326.30 g/mol
• Exact Mass: 326.10016753 g/mol
• Topological Polar Surface Area (TPSA): 126.00 Ų
• XlogP: -1.90
• Atomic LogP (AlogP): -1.89
• H-Bond Acceptor: 8
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8626	86.26%
Caco-2	-	0.6571	65.71%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5774	57.74%
OATP2B1 inhibitior	-	0.8549	85.49%
OATP1B1 inhibitior	+	0.9220	92.20%
OATP1B3 inhibitior	+	0.9415	94.15%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9460	94.60%
P-glycoprotein inhibitior	-	0.8279	82.79%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6325	63.25%
CYP2C9 substrate	-	0.8085	80.85%
CYP2D6 substrate	-	0.8617	86.17%
CYP3A4 inhibition	-	0.7401	74.01%
CYP2C9 inhibition	-	0.9155	91.55%
CYP2C19 inhibition	-	0.9080	90.80%
CYP2D6 inhibition	-	0.9467	94.67%
CYP1A2 inhibition	-	0.8781	87.81%
CYP2C8 inhibition	-	0.8030	80.30%
CYP inhibitory promiscuity	-	0.9765	97.65%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6031	60.31%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.9750	97.50%
Skin irritation	-	0.6918	69.18%
Skin corrosion	-	0.8944	89.44%
Ames mutagenesis	-	0.5037	50.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.6863	68.63%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.6093	60.93%
skin sensitisation	-	0.8424	84.24%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6889	68.89%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.7075	70.75%
Acute Oral Toxicity (c)	III	0.4513	45.13%
Estrogen receptor binding	+	0.7752	77.52%
Androgen receptor binding	+	0.6653	66.53%
Thyroid receptor binding	+	0.5845	58.45%
Glucocorticoid receptor binding	-	0.6699	66.99%
Aromatase binding	-	0.6413	64.13%
PPAR gamma	+	0.5424	54.24%
Honey bee toxicity	-	0.8451	84.51%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.7042	70.42%

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	98.82%	97.25%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.47%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.35%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	92.95%	96.61%
CHEMBL2039	P27338	Monoamine oxidase B	91.71%	92.51%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.05%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.24%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.95%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.66%	97.09%
CHEMBL2581	P07339	Cathepsin D	81.59%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.45%	100.00%

Plants that contains it

• Anamirta cocculus

Cross-Links

• PubChem: 163067785
• LOTUS: LTS0104270
• wikiData: Q104970829