(1R,3S,6R,7S,9S,10R,13S)-7-hydroxy-3-methoxy-6,9,10-trimethyl-4,14-dioxatetracyclo[7.5.0.01,13.03,7]tetradecan-5-one

Details

• Internal ID: 4d8968b3-7ae3-4b10-ad73-55e778094849
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (1R,3S,6R,7S,9S,10R,13S)-7-hydroxy-3-methoxy-6,9,10-trimethyl-4,14-dioxatetracyclo[7.5.0.01,13.03,7]tetradecan-5-one
• SMILES (Canonical): CC1CCC2C3(C1(CC4(C(C(=O)OC4(C3)OC)C)O)C)O2
• SMILES (Isomeric): C[C@@H]1CC[C@H]2[C@@]3([C@]1(C[C@@]4([C@H](C(=O)O[C@]4(C3)OC)C)O)C)O2
• InChI: InChI=1S/C16H24O5/c1-9-5-6-11-15(20-11)8-16(19-4)14(18,7-13(9,15)3)10(2)12(17)21-16/h9-11,18H,5-8H2,1-4H3/t9-,10+,11+,13+,14+,15+,16+/m1/s1
• InChI Key: UXUCUQOVRVKTIE-CXBUKXBHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₄O₅
• Molecular Weight: 296.36 g/mol
• Exact Mass: 296.16237386 g/mol
• Topological Polar Surface Area (TPSA): 68.30 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 1.62
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9814	98.14%
Caco-2	+	0.7094	70.94%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6270	62.70%
OATP2B1 inhibitior	-	0.8505	85.05%
OATP1B1 inhibitior	+	0.9286	92.86%
OATP1B3 inhibitior	+	0.8762	87.62%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	-	0.8854	88.54%
P-glycoprotein inhibitior	-	0.8482	84.82%
P-glycoprotein substrate	-	0.7465	74.65%
CYP3A4 substrate	+	0.6294	62.94%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8605	86.05%
CYP3A4 inhibition	-	0.6045	60.45%
CYP2C9 inhibition	-	0.7459	74.59%
CYP2C19 inhibition	-	0.7708	77.08%
CYP2D6 inhibition	-	0.9522	95.22%
CYP1A2 inhibition	-	0.7219	72.19%
CYP2C8 inhibition	-	0.7797	77.97%
CYP inhibitory promiscuity	-	0.9785	97.85%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5660	56.60%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.8554	85.54%
Skin irritation	-	0.6023	60.23%
Skin corrosion	-	0.8993	89.93%
Ames mutagenesis	-	0.6454	64.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6368	63.68%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.5840	58.40%
skin sensitisation	-	0.8571	85.71%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.7954	79.54%
Acute Oral Toxicity (c)	IV	0.3120	31.20%
Estrogen receptor binding	+	0.6382	63.82%
Androgen receptor binding	+	0.6210	62.10%
Thyroid receptor binding	+	0.7495	74.95%
Glucocorticoid receptor binding	+	0.5897	58.97%
Aromatase binding	+	0.6495	64.95%
PPAR gamma	+	0.6193	61.93%
Honey bee toxicity	-	0.8121	81.21%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9113	91.13%

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	93.66%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.06%	91.11%
CHEMBL1871	P10275	Androgen Receptor	89.36%	96.43%
CHEMBL2581	P07339	Cathepsin D	89.26%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.02%	95.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	88.25%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.67%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	85.31%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.23%	97.25%
CHEMBL1902	P62942	FK506-binding protein 1A	83.20%	97.05%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.50%	97.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.36%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.41%	92.94%

Plants that contains it

• Senecio nemorensis

Cross-Links

• PubChem: 162986238
• LOTUS: LTS0012926
• wikiData: Q105281026