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

Details

• Internal ID: c7471bfc-404d-4302-ad47-05a1c8a4514a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Guaianes
• IUPAC Name: [(2R)-2-[(3S,3aS,5R,8S,8aS)-3,8-dimethyl-1,2,3,3a,4,5,6,7,8,8a-decahydroazulen-5-yl]-2-hydroxypropyl] hydrogen sulfate
• SMILES (Canonical): CC1CCC(CC2C1CCC2C)C(C)(COS(=O)(=O)O)O
• SMILES (Isomeric): C[C@H]1CC[C@H](C[C@@H]2[C@H]1CC[C@@H]2C)[C@](C)(COS(=O)(=O)O)O
• InChI: InChI=1S/C15H28O5S/c1-10-4-6-12(8-14-11(2)5-7-13(10)14)15(3,16)9-20-21(17,18)19/h10-14,16H,4-9H2,1-3H3,(H,17,18,19)/t10-,11-,12+,13-,14-,15-/m0/s1
• InChI Key: PEYJZANRBACDQH-LOVFCKMRSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₈O₅S
• Molecular Weight: 320.40 g/mol
• Exact Mass: 320.16574516 g/mol
• Topological Polar Surface Area (TPSA): 92.20 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 2.66
• H-Bond Acceptor: 4
• 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	+	0.9096	90.96%
Caco-2	+	0.6521	65.21%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Lysosomes	0.4517	45.17%
OATP2B1 inhibitior	-	0.8474	84.74%
OATP1B1 inhibitior	+	0.9391	93.91%
OATP1B3 inhibitior	+	0.9361	93.61%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8552	85.52%
P-glycoprotein inhibitior	-	0.8542	85.42%
P-glycoprotein substrate	-	0.7417	74.17%
CYP3A4 substrate	+	0.5729	57.29%
CYP2C9 substrate	-	0.6107	61.07%
CYP2D6 substrate	-	0.7863	78.63%
CYP3A4 inhibition	-	0.9044	90.44%
CYP2C9 inhibition	-	0.8147	81.47%
CYP2C19 inhibition	-	0.7733	77.33%
CYP2D6 inhibition	-	0.8932	89.32%
CYP1A2 inhibition	-	0.7733	77.33%
CYP2C8 inhibition	-	0.7877	78.77%
CYP inhibitory promiscuity	-	0.9091	90.91%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	+	0.5696	56.96%
Carcinogenicity (trinary)	Non-required	0.6684	66.84%
Eye corrosion	-	0.9228	92.28%
Eye irritation	-	0.7906	79.06%
Skin irritation	-	0.7576	75.76%
Skin corrosion	-	0.7908	79.08%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5082	50.82%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	+	0.5608	56.08%
skin sensitisation	-	0.7322	73.22%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.5262	52.62%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.7565	75.65%
Acute Oral Toxicity (c)	III	0.6708	67.08%
Estrogen receptor binding	-	0.4901	49.01%
Androgen receptor binding	+	0.5758	57.58%
Thyroid receptor binding	+	0.5342	53.42%
Glucocorticoid receptor binding	-	0.4736	47.36%
Aromatase binding	-	0.5974	59.74%
PPAR gamma	-	0.5000	50.00%
Honey bee toxicity	-	0.6612	66.12%
Biodegradation	-	0.6000	60.00%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9604	96.04%

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	96.14%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.18%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.08%	97.09%
CHEMBL2581	P07339	Cathepsin D	86.25%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.50%	95.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.80%	96.95%
CHEMBL284	P27487	Dipeptidyl peptidase IV	82.83%	95.69%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	82.00%	97.21%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	81.02%	94.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.96%	97.14%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	80.10%	92.68%

Plants that contains it

• Cephalotaxus hainanensis

Cross-Links

• PubChem: 162973764
• LOTUS: LTS0190483
• wikiData: Q105207501