(3aS,4R,5R,8S,8aR)-8-methyl-3-methylidene-5-propan-2-yl-1,2,3a,4,5,6,7,8a-octahydroazulene-4,8-diol

Details

• Internal ID: 189bef14-ab91-42b1-ac27-fe2393fad342
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Guaianes
• IUPAC Name: (3aS,4R,5R,8S,8aR)-8-methyl-3-methylidene-5-propan-2-yl-1,2,3a,4,5,6,7,8a-octahydroazulene-4,8-diol
• InChI: InChI=1S/C15H26O2/c1-9(2)11-7-8-15(4,17)12-6-5-10(3)13(12)14(11)16/h9,11-14,16-17H,3,5-8H2,1-2,4H3/t11-,12-,13-,14-,15+/m1/s1
• InChI Key: DVEWFLVSAKHJFD-RYPNDVFKSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₂
• Molecular Weight: 238.37 g/mol
• Exact Mass: 238.193280068 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.75
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9946	99.46%
Caco-2	-	0.5850	58.50%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Lysosomes	0.5120	51.20%
OATP2B1 inhibitior	-	0.8504	85.04%
OATP1B1 inhibitior	+	0.9400	94.00%
OATP1B3 inhibitior	+	0.8629	86.29%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7500	75.00%
BSEP inhibitior	-	0.9016	90.16%
P-glycoprotein inhibitior	-	0.9144	91.44%
P-glycoprotein substrate	-	0.7918	79.18%
CYP3A4 substrate	+	0.5475	54.75%
CYP2C9 substrate	-	0.7574	75.74%
CYP2D6 substrate	-	0.7094	70.94%
CYP3A4 inhibition	-	0.8510	85.10%
CYP2C9 inhibition	-	0.8043	80.43%
CYP2C19 inhibition	-	0.7694	76.94%
CYP2D6 inhibition	-	0.9396	93.96%
CYP1A2 inhibition	-	0.6270	62.70%
CYP2C8 inhibition	-	0.8818	88.18%
CYP inhibitory promiscuity	-	0.8279	82.79%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.5960	59.60%
Eye corrosion	-	0.9808	98.08%
Eye irritation	+	0.5808	58.08%
Skin irritation	+	0.5957	59.57%
Skin corrosion	-	0.9466	94.66%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6246	62.46%
Micronuclear	-	0.9800	98.00%
Hepatotoxicity	+	0.5339	53.39%
skin sensitisation	+	0.5344	53.44%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.5946	59.46%
Acute Oral Toxicity (c)	III	0.6144	61.44%
Estrogen receptor binding	-	0.6828	68.28%
Androgen receptor binding	-	0.5435	54.35%
Thyroid receptor binding	-	0.6383	63.83%
Glucocorticoid receptor binding	-	0.5948	59.48%
Aromatase binding	-	0.7335	73.35%
PPAR gamma	-	0.8581	85.81%
Honey bee toxicity	-	0.8803	88.03%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9774	97.74%

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	98.02%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.47%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	91.81%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.49%	96.09%
CHEMBL226	P30542	Adenosine A1 receptor	89.82%	95.93%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.07%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.63%	95.89%
CHEMBL1871	P10275	Androgen Receptor	87.70%	96.43%
CHEMBL2581	P07339	Cathepsin D	83.06%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.53%	94.45%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.35%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.26%	97.09%
CHEMBL2996	Q05655	Protein kinase C delta	81.97%	97.79%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.07%	95.89%

Plants that contains it

• Piper kadsura

Cross-Links

• PubChem: 162886959
• LOTUS: LTS0023963
• wikiData: Q104989946