3-[2-[(1S,2R,4S,5R,7S,10S,11R,12S)-2-hydroxy-4-methoxy-11,12-dimethyl-3,6-dioxatetracyclo[8.4.0.01,5.05,7]tetradecan-11-yl]ethyl]-2H-furan-5-one

Details

• Internal ID: 21c8b802-94d3-4f9a-8d83-bacd67d4c7ce
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: 3-[2-[(1S,2R,4S,5R,7S,10S,11R,12S)-2-hydroxy-4-methoxy-11,12-dimethyl-3,6-dioxatetracyclo[8.4.0.01,5.05,7]tetradecan-11-yl]ethyl]-2H-furan-5-one
• InChI: InChI=1S/C21H30O6/c1-12-6-9-20-14(19(12,2)8-7-13-10-16(22)25-11-13)4-5-15-21(20,27-15)18(24-3)26-17(20)23/h10,12,14-15,17-18,23H,4-9,11H2,1-3H3/t12-,14-,15-,17+,18-,19+,20+,21+/m0/s1
• InChI Key: AQXXLNKIECRSCH-UPQTTXPQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₃₀O₆
• Molecular Weight: 378.50 g/mol
• Exact Mass: 378.20423867 g/mol
• Topological Polar Surface Area (TPSA): 77.50 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.54
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9811	98.11%
Caco-2	-	0.5405	54.05%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7705	77.05%
OATP2B1 inhibitior	-	0.8628	86.28%
OATP1B1 inhibitior	+	0.8684	86.84%
OATP1B3 inhibitior	+	0.9288	92.88%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.7607	76.07%
P-glycoprotein inhibitior	-	0.6520	65.20%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.6796	67.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8856	88.56%
CYP3A4 inhibition	-	0.8141	81.41%
CYP2C9 inhibition	-	0.6450	64.50%
CYP2C19 inhibition	-	0.7785	77.85%
CYP2D6 inhibition	-	0.9386	93.86%
CYP1A2 inhibition	-	0.7634	76.34%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.8368	83.68%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5574	55.74%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9351	93.51%
Skin irritation	-	0.5864	58.64%
Skin corrosion	-	0.9418	94.18%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3899	38.99%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	-	0.5374	53.74%
skin sensitisation	-	0.8726	87.26%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.5875	58.75%
Nephrotoxicity	-	0.5629	56.29%
Acute Oral Toxicity (c)	I	0.4087	40.87%
Estrogen receptor binding	+	0.8522	85.22%
Androgen receptor binding	+	0.7256	72.56%
Thyroid receptor binding	+	0.6391	63.91%
Glucocorticoid receptor binding	+	0.8566	85.66%
Aromatase binding	+	0.7417	74.17%
PPAR gamma	+	0.6450	64.50%
Honey bee toxicity	-	0.6811	68.11%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9815	98.15%

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	98.83%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.91%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.15%	96.09%
CHEMBL218	P21554	Cannabinoid CB1 receptor	96.01%	96.61%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.69%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.30%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.87%	95.56%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.75%	97.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	85.03%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	83.72%	95.93%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.13%	89.00%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	83.10%	97.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.32%	94.00%

Plants that contains it

• Gutierrezia dracunculoides

Cross-Links

• PubChem: 101712443
• LOTUS: LTS0034261
• wikiData: Q104917154