(1R,3S,4S,8R,11R,12S,16R)-4-hydroxy-2,7,17-trioxapentacyclo[10.7.0.01,16.03,11.04,8]nonadecane-10,14-dione

Details

• Internal ID: b149fe37-49e7-4539-ac2d-f43630f68ede
• Taxonomy: Organoheterocyclic compounds > Tetrahydrofurans
• IUPAC Name: (1R,3S,4S,8R,11R,12S,16R)-4-hydroxy-2,7,17-trioxapentacyclo[10.7.0.01,16.03,11.04,8]nonadecane-10,14-dione
• SMILES (Canonical): C1COC2C13C(CC(=O)C2)C4C(O3)C5(CCOC5CC4=O)O
• SMILES (Isomeric): C1CO[C@H]2[C@]13[C@@H](CC(=O)C2)[C@@H]4[C@H](O3)[C@@]5(CCO[C@@H]5CC4=O)O
• InChI: InChI=1S/C16H20O6/c17-8-5-9-13-10(18)7-11-15(19,1-3-20-11)14(13)22-16(9)2-4-21-12(16)6-8/h9,11-14,19H,1-7H2/t9-,11+,12+,13-,14-,15-,16+/m0/s1
• InChI Key: OLMMLZKKSGZLQH-XZAHSVDGSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₀O₆
• Molecular Weight: 308.33 g/mol
• Exact Mass: 308.12598835 g/mol
• Topological Polar Surface Area (TPSA): 82.10 Ų
• XlogP: -1.70
• Atomic LogP (AlogP): 0.00
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9749	97.49%
Caco-2	-	0.5265	52.65%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8183	81.83%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.9284	92.84%
OATP1B3 inhibitior	+	0.9535	95.35%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	-	0.8801	88.01%
P-glycoprotein inhibitior	-	0.8982	89.82%
P-glycoprotein substrate	-	0.7634	76.34%
CYP3A4 substrate	+	0.5791	57.91%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7648	76.48%
CYP3A4 inhibition	-	0.9590	95.90%
CYP2C9 inhibition	-	0.8753	87.53%
CYP2C19 inhibition	-	0.8320	83.20%
CYP2D6 inhibition	-	0.9397	93.97%
CYP1A2 inhibition	-	0.9268	92.68%
CYP2C8 inhibition	-	0.8213	82.13%
CYP inhibitory promiscuity	-	0.9859	98.59%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4735	47.35%
Eye corrosion	-	0.9692	96.92%
Eye irritation	-	0.6605	66.05%
Skin irritation	-	0.8186	81.86%
Skin corrosion	-	0.9386	93.86%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7569	75.69%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.7072	70.72%
skin sensitisation	-	0.9072	90.72%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	+	0.6000	60.00%
Nephrotoxicity	+	0.8207	82.07%
Acute Oral Toxicity (c)	III	0.4906	49.06%
Estrogen receptor binding	+	0.8004	80.04%
Androgen receptor binding	+	0.5856	58.56%
Thyroid receptor binding	-	0.5700	57.00%
Glucocorticoid receptor binding	+	0.8083	80.83%
Aromatase binding	+	0.5433	54.33%
PPAR gamma	+	0.6372	63.72%
Honey bee toxicity	-	0.6868	68.68%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	-	0.5580	55.80%

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	94.98%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.43%	97.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	89.26%	96.61%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.34%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.84%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.45%	100.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.35%	97.25%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.23%	89.00%

Plants that contains it

• Incarvillea delavayi

Cross-Links

• PubChem: 162885151
• LOTUS: LTS0112335
• wikiData: Q105194033