(1S,3aS,4R,5R,8aR)-7-(hydroxymethyl)-3a-methyl-1-propan-2-yl-2,3,4,5,6,8a-hexahydro-1H-azulene-4,5-diol

Details

• Internal ID: 5c3bc10e-b56a-4dde-a7a7-98eb0c5e252b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: (1S,3aS,4R,5R,8aR)-7-(hydroxymethyl)-3a-methyl-1-propan-2-yl-2,3,4,5,6,8a-hexahydro-1H-azulene-4,5-diol
• InChI: InChI=1S/C15H26O3/c1-9(2)11-4-5-15(3)12(11)6-10(8-16)7-13(17)14(15)18/h6,9,11-14,16-18H,4-5,7-8H2,1-3H3/t11-,12-,13+,14-,15-/m0/s1
• InChI Key: CVYLVSBETDOPNJ-RMEBNNNOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₃
• Molecular Weight: 254.36 g/mol
• Exact Mass: 254.18819469 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.72
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9879	98.79%
Caco-2	+	0.6696	66.96%
Blood Brain Barrier	+	0.6885	68.85%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5293	52.93%
OATP2B1 inhibitior	-	0.8563	85.63%
OATP1B1 inhibitior	+	0.9213	92.13%
OATP1B3 inhibitior	+	0.9579	95.79%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9569	95.69%
P-glycoprotein inhibitior	-	0.9140	91.40%
P-glycoprotein substrate	-	0.7072	70.72%
CYP3A4 substrate	+	0.5593	55.93%
CYP2C9 substrate	-	0.6197	61.97%
CYP2D6 substrate	-	0.7438	74.38%
CYP3A4 inhibition	-	0.8201	82.01%
CYP2C9 inhibition	-	0.7180	71.80%
CYP2C19 inhibition	-	0.8610	86.10%
CYP2D6 inhibition	-	0.9285	92.85%
CYP1A2 inhibition	-	0.7978	79.78%
CYP2C8 inhibition	-	0.9265	92.65%
CYP inhibitory promiscuity	-	0.8906	89.06%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6799	67.99%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.8968	89.68%
Skin irritation	-	0.5875	58.75%
Skin corrosion	-	0.9401	94.01%
Ames mutagenesis	-	0.7737	77.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5439	54.39%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.5217	52.17%
skin sensitisation	-	0.6832	68.32%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.8891	88.91%
Acute Oral Toxicity (c)	III	0.6269	62.69%
Estrogen receptor binding	+	0.6075	60.75%
Androgen receptor binding	-	0.5823	58.23%
Thyroid receptor binding	+	0.5349	53.49%
Glucocorticoid receptor binding	-	0.4761	47.61%
Aromatase binding	-	0.5722	57.22%
PPAR gamma	-	0.8235	82.35%
Honey bee toxicity	-	0.9393	93.93%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.8234	82.34%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.57%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.00%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.97%	91.11%
CHEMBL2581	P07339	Cathepsin D	93.56%	98.95%
CHEMBL2996	Q05655	Protein kinase C delta	91.51%	97.79%
CHEMBL226	P30542	Adenosine A1 receptor	90.47%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.17%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	87.99%	90.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.00%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.98%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.42%	97.09%
CHEMBL1937	Q92769	Histone deacetylase 2	85.63%	94.75%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.56%	100.00%

Plants that contains it

• Jatropha neopauciflora

Cross-Links

• PubChem: 101394431
• LOTUS: LTS0215714
• wikiData: Q104971087