(3E,5S)-6-[(1aR,2aS,5S,5aR,7aS)-2a,7a-dimethyl-1a,2,3,4,5,5a,6,7-octahydroazuleno[5,6-b]oxiren-5-yl]-2-methylhepta-3,6-diene-2,5-diol

Details

• Internal ID: 0b5572ef-cd21-448c-b896-9c9cda60899e
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Sphenolobane diterpenoids
• IUPAC Name: (3E,5S)-6-[(1aR,2aS,5S,5aR,7aS)-2a,7a-dimethyl-1a,2,3,4,5,5a,6,7-octahydroazuleno[5,6-b]oxiren-5-yl]-2-methylhepta-3,6-diene-2,5-diol
• InChI: InChI=1S/C20H32O3/c1-13(16(21)8-9-18(2,3)22)14-6-10-19(4)12-17-20(5,23-17)11-7-15(14)19/h8-9,14-17,21-22H,1,6-7,10-12H2,2-5H3/b9-8+/t14-,15-,16+,17-,19+,20+/m1/s1
• InChI Key: ZWHMNPKOSMHLTD-IICBUUCQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₃₂O₃
• Molecular Weight: 320.50 g/mol
• Exact Mass: 320.23514488 g/mol
• Topological Polar Surface Area (TPSA): 53.00 Ų
• XlogP: 3.50
• Atomic LogP (AlogP): 3.60
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9783	97.83%
Caco-2	+	0.6139	61.39%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Lysosomes	0.4396	43.96%
OATP2B1 inhibitior	-	0.8586	85.86%
OATP1B1 inhibitior	+	0.9181	91.81%
OATP1B3 inhibitior	+	0.9490	94.90%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	-	0.8972	89.72%
P-glycoprotein inhibitior	-	0.7912	79.12%
P-glycoprotein substrate	-	0.7337	73.37%
CYP3A4 substrate	+	0.6516	65.16%
CYP2C9 substrate	-	0.7872	78.72%
CYP2D6 substrate	-	0.7690	76.90%
CYP3A4 inhibition	-	0.8323	83.23%
CYP2C9 inhibition	+	0.5272	52.72%
CYP2C19 inhibition	-	0.5366	53.66%
CYP2D6 inhibition	-	0.9188	91.88%
CYP1A2 inhibition	+	0.6729	67.29%
CYP2C8 inhibition	+	0.5413	54.13%
CYP inhibitory promiscuity	-	0.7749	77.49%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7500	75.00%
Carcinogenicity (trinary)	Non-required	0.6265	62.65%
Eye corrosion	-	0.9663	96.63%
Eye irritation	-	0.9549	95.49%
Skin irritation	-	0.5662	56.62%
Skin corrosion	-	0.9386	93.86%
Ames mutagenesis	-	0.7400	74.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4823	48.23%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	+	0.5418	54.18%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	-	0.6000	60.00%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.6943	69.43%
Acute Oral Toxicity (c)	III	0.6774	67.74%
Estrogen receptor binding	+	0.6669	66.69%
Androgen receptor binding	+	0.5789	57.89%
Thyroid receptor binding	+	0.6429	64.29%
Glucocorticoid receptor binding	+	0.7188	71.88%
Aromatase binding	-	0.4893	48.93%
PPAR gamma	-	0.4888	48.88%
Honey bee toxicity	-	0.6377	63.77%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9582	95.82%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.59%	97.25%
CHEMBL218	P21554	Cannabinoid CB1 receptor	96.56%	96.61%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.10%	85.14%
CHEMBL233	P35372	Mu opioid receptor	92.28%	97.93%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.77%	91.11%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	91.01%	95.58%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	88.94%	92.88%
CHEMBL284	P27487	Dipeptidyl peptidase IV	88.08%	95.69%
CHEMBL4246	P42680	Tyrosine-protein kinase TEC	88.03%	82.05%
CHEMBL259	P32245	Melanocortin receptor 4	87.64%	95.38%
CHEMBL237	P41145	Kappa opioid receptor	87.45%	98.10%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	87.05%	91.03%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.99%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.83%	97.09%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	86.34%	97.14%
CHEMBL4227	P25090	Lipoxin A4 receptor	84.62%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.58%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.45%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.51%	93.56%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.28%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.90%	92.94%
CHEMBL2061	P19793	Retinoid X receptor alpha	81.45%	91.67%
CHEMBL1871	P10275	Androgen Receptor	81.11%	96.43%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	80.28%	100.00%

Plants that contains it

• Anastrophyllum donnianum

Cross-Links

• PubChem: 163021625
• LOTUS: LTS0242049
• wikiData: Q105384957