(1S,3S,4S,4'R,5S,5'R,6S,7S,8S)-4',5'-dihydroxy-5,6,7,8-tetramethylspiro[2-oxatricyclo[4.2.1.03,7]nonane-4,3'-oxolane]-2'-one

Details

• Internal ID: 6db897aa-3989-498b-90ae-e8e20372fc36
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: (1S,3S,4S,4'R,5S,5'R,6S,7S,8S)-4',5'-dihydroxy-5,6,7,8-tetramethylspiro[2-oxatricyclo[4.2.1.03,7]nonane-4,3'-oxolane]-2'-one
• InChI: InChI=1S/C15H22O5/c1-6-8-5-13(3)7(2)15(11(19-8)14(6,13)4)9(16)10(17)20-12(15)18/h6-11,16-17H,5H2,1-4H3/t6-,7+,8+,9+,10-,11+,13+,14-,15+/m1/s1
• InChI Key: IQKYZVBFZSANQV-JULYPNHYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₅
• Molecular Weight: 282.33 g/mol
• Exact Mass: 282.14672380 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 0.68
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8897	88.97%
Caco-2	-	0.6847	68.47%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.5535	55.35%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	+	0.9022	90.22%
OATP1B3 inhibitior	+	0.9517	95.17%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9388	93.88%
P-glycoprotein inhibitior	-	0.8336	83.36%
P-glycoprotein substrate	-	0.8218	82.18%
CYP3A4 substrate	+	0.5461	54.61%
CYP2C9 substrate	-	0.8006	80.06%
CYP2D6 substrate	-	0.8262	82.62%
CYP3A4 inhibition	-	0.9141	91.41%
CYP2C9 inhibition	-	0.9644	96.44%
CYP2C19 inhibition	-	0.9264	92.64%
CYP2D6 inhibition	-	0.9607	96.07%
CYP1A2 inhibition	-	0.7567	75.67%
CYP2C8 inhibition	-	0.9403	94.03%
CYP inhibitory promiscuity	-	0.9873	98.73%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5583	55.83%
Eye corrosion	-	0.9833	98.33%
Eye irritation	-	0.9201	92.01%
Skin irritation	-	0.5877	58.77%
Skin corrosion	-	0.7572	75.72%
Ames mutagenesis	+	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7484	74.84%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.6084	60.84%
skin sensitisation	-	0.7992	79.92%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.6764	67.64%
Acute Oral Toxicity (c)	III	0.4938	49.38%
Estrogen receptor binding	+	0.7754	77.54%
Androgen receptor binding	+	0.5366	53.66%
Thyroid receptor binding	+	0.5711	57.11%
Glucocorticoid receptor binding	-	0.6028	60.28%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	+	0.5183	51.83%
Honey bee toxicity	-	0.9174	91.74%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.6977	69.77%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.09%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.58%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.69%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.78%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	84.26%	91.49%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.19%	100.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.91%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.73%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.65%	89.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.41%	92.94%

Plants that contains it

• Porella cordaeana

Cross-Links

• PubChem: 163030754
• LOTUS: LTS0212554
• wikiData: Q105117941