(1S,4E,4aS,7E,9S,11aR)-4-[2-[(2R)-3,3-dimethyloxiran-2-yl]ethylidene]-7-methyl-11-methylidene-4a,5,6,9,10,11a-hexahydro-1H-cyclonona[c]pyran-1,9-diol

Details

• Internal ID: d153be49-ac83-4f22-a43e-4dbe0e404c29
• Taxonomy: Organoheterocyclic compounds > Oxanes
• IUPAC Name: (1S,4E,4aS,7E,9S,11aR)-4-[2-[(2R)-3,3-dimethyloxiran-2-yl]ethylidene]-7-methyl-11-methylidene-4a,5,6,9,10,11a-hexahydro-1H-cyclonona[c]pyran-1,9-diol
• InChI: InChI=1S/C20H30O4/c1-12-5-7-16-14(6-8-17-20(3,4)24-17)11-23-19(22)18(16)13(2)10-15(21)9-12/h6,9,15-19,21-22H,2,5,7-8,10-11H2,1,3-4H3/b12-9+,14-6-/t15-,16-,17-,18+,19+/m1/s1
• InChI Key: BKEVIEYLBYCAMR-OEGJEVASSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₀O₄
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.21440943 g/mol
• Topological Polar Surface Area (TPSA): 62.20 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 3.11
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9477	94.77%
Caco-2	+	0.5613	56.13%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7197	71.97%
OATP2B1 inhibitior	-	0.8624	86.24%
OATP1B1 inhibitior	+	0.8684	86.84%
OATP1B3 inhibitior	+	0.9226	92.26%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.6426	64.26%
P-glycoprotein inhibitior	-	0.8025	80.25%
P-glycoprotein substrate	-	0.6879	68.79%
CYP3A4 substrate	+	0.6320	63.20%
CYP2C9 substrate	-	0.8081	80.81%
CYP2D6 substrate	-	0.7892	78.92%
CYP3A4 inhibition	-	0.6861	68.61%
CYP2C9 inhibition	-	0.7890	78.90%
CYP2C19 inhibition	-	0.8115	81.15%
CYP2D6 inhibition	-	0.9314	93.14%
CYP1A2 inhibition	-	0.7328	73.28%
CYP2C8 inhibition	+	0.5596	55.96%
CYP inhibitory promiscuity	-	0.9294	92.94%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.6758	67.58%
Eye corrosion	-	0.9857	98.57%
Eye irritation	-	0.9642	96.42%
Skin irritation	-	0.6253	62.53%
Skin corrosion	-	0.9387	93.87%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4799	47.99%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5967	59.67%
skin sensitisation	-	0.7232	72.32%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.5765	57.65%
Acute Oral Toxicity (c)	III	0.7149	71.49%
Estrogen receptor binding	+	0.7421	74.21%
Androgen receptor binding	+	0.6825	68.25%
Thyroid receptor binding	+	0.7099	70.99%
Glucocorticoid receptor binding	+	0.7619	76.19%
Aromatase binding	-	0.5409	54.09%
PPAR gamma	+	0.6446	64.46%
Honey bee toxicity	-	0.8228	82.28%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9732	97.32%

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	96.44%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	92.04%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	90.56%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	90.05%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.70%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.34%	95.89%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.16%	96.09%
CHEMBL1977	P11473	Vitamin D receptor	85.56%	99.43%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.68%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.53%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.60%	89.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162953132
• LOTUS: LTS0034939
• wikiData: Q104937535