(1R,2S,4S,5R,8S,9R,12S,13R,14S)-1-hydroxy-14-(2-hydroxypropan-2-yl)-13-methyl-3,7,10-trioxapentacyclo[6.4.1.19,12.02,4.05,13]tetradecane-6,11-dione

Details

• Internal ID: 1461b499-26de-4f74-b3e7-487f89211939
• Taxonomy: Organoheterocyclic compounds > Furopyrans
• IUPAC Name: (1R,2S,4S,5R,8S,9R,12S,13R,14S)-1-hydroxy-14-(2-hydroxypropan-2-yl)-13-methyl-3,7,10-trioxapentacyclo[6.4.1.19,12.02,4.05,13]tetradecane-6,11-dione
• SMILES (Canonical): CC12C3C4C(C1(C5C(C(C2OC3=O)OC5=O)C(C)(C)O)O)O4
• SMILES (Isomeric): C[C@]12[C@@H]3[C@H]4[C@@H]([C@]1([C@@H]5[C@@H]([C@H]([C@H]2OC3=O)OC5=O)C(C)(C)O)O)O4
• InChI: InChI=1S/C15H18O7/c1-13(2,18)4-5-11(16)21-7(4)9-14(3)6(12(17)22-9)8-10(20-8)15(5,14)19/h4-10,18-19H,1-3H3/t4-,5+,6+,7+,8-,9+,10-,14+,15-/m0/s1
• InChI Key: BNMDTQMFJGEHPC-HJFOEXJISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₇
• Molecular Weight: 310.30 g/mol
• Exact Mass: 310.10525291 g/mol
• Topological Polar Surface Area (TPSA): 106.00 Ų
• XlogP: -1.00
• Atomic LogP (AlogP): -1.01
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9093	90.93%
Caco-2	-	0.7201	72.01%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7028	70.28%
OATP2B1 inhibitior	-	0.8554	85.54%
OATP1B1 inhibitior	+	0.9111	91.11%
OATP1B3 inhibitior	+	0.9391	93.91%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8776	87.76%
P-glycoprotein inhibitior	-	0.7591	75.91%
P-glycoprotein substrate	-	0.8308	83.08%
CYP3A4 substrate	+	0.5567	55.67%
CYP2C9 substrate	-	0.6190	61.90%
CYP2D6 substrate	-	0.8697	86.97%
CYP3A4 inhibition	-	0.8773	87.73%
CYP2C9 inhibition	-	0.8968	89.68%
CYP2C19 inhibition	-	0.8877	88.77%
CYP2D6 inhibition	-	0.9391	93.91%
CYP1A2 inhibition	-	0.9370	93.70%
CYP2C8 inhibition	-	0.9015	90.15%
CYP inhibitory promiscuity	-	0.9355	93.55%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4733	47.33%
Eye corrosion	-	0.9781	97.81%
Eye irritation	-	0.8248	82.48%
Skin irritation	-	0.6768	67.68%
Skin corrosion	-	0.8809	88.09%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8247	82.47%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	+	0.6618	66.18%
skin sensitisation	-	0.8063	80.63%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.6111	61.11%
Mitochondrial toxicity	+	0.7179	71.79%
Nephrotoxicity	+	0.7165	71.65%
Acute Oral Toxicity (c)	III	0.4057	40.57%
Estrogen receptor binding	+	0.7606	76.06%
Androgen receptor binding	+	0.5697	56.97%
Thyroid receptor binding	+	0.6469	64.69%
Glucocorticoid receptor binding	-	0.7056	70.56%
Aromatase binding	-	0.6706	67.06%
PPAR gamma	+	0.6406	64.06%
Honey bee toxicity	-	0.8703	87.03%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.8136	81.36%

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	94.11%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.70%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.22%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.34%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.79%	99.23%
CHEMBL2039	P27338	Monoamine oxidase B	84.16%	92.51%
CHEMBL3401	O75469	Pregnane X receptor	83.64%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.80%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.76%	97.14%

Plants that contains it

• Croton nitens
• Swertia paniculata

Cross-Links

• PubChem: 11920962
• NPASS: NPC157080