(1R,2S,4R,6S,12R,15S)-2,4-dihydroxy-5,5-dimethyl-11,13-dioxatetracyclo[7.5.1.01,6.012,15]pentadec-8-en-14-one

Details

• Internal ID: 8e8b6138-d366-43ba-bd4e-f4a950d09e04
• Taxonomy: Organoheterocyclic compounds > Furofurans
• IUPAC Name: (1R,2S,4R,6S,12R,15S)-2,4-dihydroxy-5,5-dimethyl-11,13-dioxatetracyclo[7.5.1.01,6.012,15]pentadec-8-en-14-one
• SMILES (Canonical): CC1(C2CC=C3COC4C3C2(C(CC1O)O)C(=O)O4)C
• SMILES (Isomeric): CC1([C@@H]2CC=C3CO[C@H]4[C@@H]3[C@]2([C@H](C[C@H]1O)O)C(=O)O4)C
• InChI: InChI=1S/C15H20O5/c1-14(2)8-4-3-7-6-19-12-11(7)15(8,13(18)20-12)10(17)5-9(14)16/h3,8-12,16-17H,4-6H2,1-2H3/t8-,9+,10-,11+,12+,15-/m0/s1
• InChI Key: OWJATCNSNAVKNO-XBXRNYETSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₅
• Molecular Weight: 280.32 g/mol
• Exact Mass: 280.13107373 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.60
• 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	+	0.9853	98.53%
Caco-2	+	0.6483	64.83%
Blood Brain Barrier	-	0.5223	52.23%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8079	80.79%
OATP2B1 inhibitior	-	0.8549	85.49%
OATP1B1 inhibitior	+	0.9161	91.61%
OATP1B3 inhibitior	+	0.9665	96.65%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8888	88.88%
P-glycoprotein inhibitior	-	0.8753	87.53%
P-glycoprotein substrate	-	0.8795	87.95%
CYP3A4 substrate	+	0.5992	59.92%
CYP2C9 substrate	-	0.8024	80.24%
CYP2D6 substrate	-	0.7995	79.95%
CYP3A4 inhibition	-	0.9285	92.85%
CYP2C9 inhibition	-	0.8979	89.79%
CYP2C19 inhibition	-	0.9057	90.57%
CYP2D6 inhibition	-	0.8883	88.83%
CYP1A2 inhibition	-	0.8643	86.43%
CYP2C8 inhibition	-	0.8365	83.65%
CYP inhibitory promiscuity	-	0.8007	80.07%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4525	45.25%
Eye corrosion	-	0.9862	98.62%
Eye irritation	-	0.9549	95.49%
Skin irritation	-	0.5997	59.97%
Skin corrosion	-	0.9297	92.97%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5434	54.34%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.7408	74.08%
skin sensitisation	-	0.7775	77.75%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	+	0.4763	47.63%
Acute Oral Toxicity (c)	I	0.4375	43.75%
Estrogen receptor binding	-	0.5053	50.53%
Androgen receptor binding	+	0.5241	52.41%
Thyroid receptor binding	+	0.5673	56.73%
Glucocorticoid receptor binding	-	0.5570	55.70%
Aromatase binding	-	0.7363	73.63%
PPAR gamma	-	0.4862	48.62%
Honey bee toxicity	-	0.7538	75.38%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9817	98.17%

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	93.53%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.96%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	89.05%	99.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.55%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.66%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.34%	97.25%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.19%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.16%	94.45%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.47%	89.00%
CHEMBL2581	P07339	Cathepsin D	81.41%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	81.35%	94.75%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 14433037
• LOTUS: LTS0032522
• wikiData: Q104395820