[(2R)-2-[(3S,3aS,5R,8R,8aS)-8,8a-dihydroxy-3,8-dimethyl-1,2,3,3a,4,5,6,7-octahydroazulen-5-yl]-2-hydroxypropyl] hydrogen sulfate

Details

• Internal ID: 2226edf1-4a61-4f8c-992c-5355c0bf5b78
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Guaianes
• IUPAC Name: [(2R)-2-[(3S,3aS,5R,8R,8aS)-8,8a-dihydroxy-3,8-dimethyl-1,2,3,3a,4,5,6,7-octahydroazulen-5-yl]-2-hydroxypropyl] hydrogen sulfate
• SMILES (Canonical): CC1CCC2(C1CC(CCC2(C)O)C(C)(COS(=O)(=O)O)O)O
• SMILES (Isomeric): C[C@H]1CC[C@@]2([C@H]1C[C@@H](CC[C@@]2(C)O)[C@](C)(COS(=O)(=O)O)O)O
• InChI: InChI=1S/C15H28O7S/c1-10-4-7-15(18)12(10)8-11(5-6-14(15,3)17)13(2,16)9-22-23(19,20)21/h10-12,16-18H,4-9H2,1-3H3,(H,19,20,21)/t10-,11+,12-,13-,14+,15-/m0/s1
• InChI Key: WGZJGSMZQTWTSO-HGPDSQILSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₈O₇S
• Molecular Weight: 352.40 g/mol
• Exact Mass: 352.15557440 g/mol
• Topological Polar Surface Area (TPSA): 133.00 Ų
• XlogP: 0.10
• Atomic LogP (AlogP): 0.89
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8973	89.73%
Caco-2	+	0.5337	53.37%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.4706	47.06%
OATP2B1 inhibitior	-	0.8508	85.08%
OATP1B1 inhibitior	+	0.9384	93.84%
OATP1B3 inhibitior	+	0.9310	93.10%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.7639	76.39%
P-glycoprotein inhibitior	-	0.8464	84.64%
P-glycoprotein substrate	-	0.7334	73.34%
CYP3A4 substrate	+	0.6601	66.01%
CYP2C9 substrate	-	0.6091	60.91%
CYP2D6 substrate	-	0.7982	79.82%
CYP3A4 inhibition	-	0.9095	90.95%
CYP2C9 inhibition	-	0.8215	82.15%
CYP2C19 inhibition	-	0.7707	77.07%
CYP2D6 inhibition	-	0.8958	89.58%
CYP1A2 inhibition	-	0.7622	76.22%
CYP2C8 inhibition	-	0.6022	60.22%
CYP inhibitory promiscuity	-	0.9537	95.37%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	+	0.5296	52.96%
Carcinogenicity (trinary)	Non-required	0.6557	65.57%
Eye corrosion	-	0.9336	93.36%
Eye irritation	-	0.9146	91.46%
Skin irritation	-	0.7539	75.39%
Skin corrosion	-	0.8151	81.51%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5693	56.93%
Micronuclear	+	0.5400	54.00%
Hepatotoxicity	+	0.5164	51.64%
skin sensitisation	-	0.8083	80.83%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.8487	84.87%
Acute Oral Toxicity (c)	III	0.6322	63.22%
Estrogen receptor binding	+	0.7043	70.43%
Androgen receptor binding	+	0.6321	63.21%
Thyroid receptor binding	+	0.5313	53.13%
Glucocorticoid receptor binding	+	0.5782	57.82%
Aromatase binding	+	0.5342	53.42%
PPAR gamma	-	0.5494	54.94%
Honey bee toxicity	-	0.6660	66.60%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	+	0.6100	61.00%
Fish aquatic toxicity	+	0.9743	97.43%

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	99.25%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.31%	96.09%
CHEMBL1871	P10275	Androgen Receptor	92.70%	96.43%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	91.23%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.03%	97.09%
CHEMBL2179	P04062	Beta-glucocerebrosidase	87.42%	85.31%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.47%	100.00%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	85.80%	96.38%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.78%	97.14%
CHEMBL284	P27487	Dipeptidyl peptidase IV	84.50%	95.69%
CHEMBL218	P21554	Cannabinoid CB1 receptor	83.86%	96.61%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	83.68%	82.69%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	82.74%	91.03%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.09%	95.89%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	81.79%	97.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.60%	95.56%
CHEMBL2581	P07339	Cathepsin D	80.76%	98.95%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	80.72%	95.50%
CHEMBL226	P30542	Adenosine A1 receptor	80.71%	95.93%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.70%	100.00%

Plants that contains it

• Cephalotaxus hainanensis

Cross-Links

• PubChem: 163035820
• LOTUS: LTS0104426
• wikiData: Q105305150