8a-Methyl-5-methylidene-3-prop-1-en-2-yl-1,2,3,3a,4,6,7,8-octahydroazulene-1,6-diol

Details

• Internal ID: 41d3547c-6eb7-47e5-a2e9-8ccee946e2b7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: 8a-methyl-5-methylidene-3-prop-1-en-2-yl-1,2,3,3a,4,6,7,8-octahydroazulene-1,6-diol
• SMILES (Canonical): CC(=C)C1CC(C2(C1CC(=C)C(CC2)O)C)O
• SMILES (Isomeric): CC(=C)C1CC(C2(C1CC(=C)C(CC2)O)C)O
• InChI: InChI=1S/C15H24O2/c1-9(2)11-8-14(17)15(4)6-5-13(16)10(3)7-12(11)15/h11-14,16-17H,1,3,5-8H2,2,4H3
• InChI Key: XOYOTPRKWCZQCR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₂
• Molecular Weight: 236.35 g/mol
• Exact Mass: 236.177630004 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.67
• 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	+	0.9944	99.44%
Caco-2	-	0.5159	51.59%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Lysosomes	0.6059	60.59%
OATP2B1 inhibitior	-	0.8479	84.79%
OATP1B1 inhibitior	+	0.9319	93.19%
OATP1B3 inhibitior	+	0.9338	93.38%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.9644	96.44%
P-glycoprotein inhibitior	-	0.9404	94.04%
P-glycoprotein substrate	-	0.7652	76.52%
CYP3A4 substrate	+	0.6065	60.65%
CYP2C9 substrate	-	0.6499	64.99%
CYP2D6 substrate	-	0.6843	68.43%
CYP3A4 inhibition	-	0.8441	84.41%
CYP2C9 inhibition	-	0.8596	85.96%
CYP2C19 inhibition	-	0.7724	77.24%
CYP2D6 inhibition	-	0.9336	93.36%
CYP1A2 inhibition	-	0.5306	53.06%
CYP2C8 inhibition	-	0.8601	86.01%
CYP inhibitory promiscuity	-	0.8718	87.18%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.5177	51.77%
Eye corrosion	-	0.9808	98.08%
Eye irritation	+	0.6252	62.52%
Skin irritation	+	0.5266	52.66%
Skin corrosion	-	0.9387	93.87%
Ames mutagenesis	-	0.8237	82.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.5161	51.61%
Micronuclear	-	0.9600	96.00%
Hepatotoxicity	+	0.5661	56.61%
skin sensitisation	+	0.5093	50.93%
Respiratory toxicity	+	0.5222	52.22%
Reproductive toxicity	+	0.8344	83.44%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.6615	66.15%
Acute Oral Toxicity (c)	III	0.6488	64.88%
Estrogen receptor binding	-	0.5740	57.40%
Androgen receptor binding	-	0.4892	48.92%
Thyroid receptor binding	-	0.6231	62.31%
Glucocorticoid receptor binding	+	0.6207	62.07%
Aromatase binding	-	0.6028	60.28%
PPAR gamma	-	0.7821	78.21%
Honey bee toxicity	-	0.8624	86.24%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9692	96.92%

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	93.63%	97.25%
CHEMBL221	P23219	Cyclooxygenase-1	92.21%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.12%	96.09%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.12%	82.69%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.45%	91.11%
CHEMBL1871	P10275	Androgen Receptor	89.62%	96.43%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.69%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.08%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	86.86%	92.94%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.54%	96.61%
CHEMBL237	P41145	Kappa opioid receptor	83.42%	98.10%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.58%	95.89%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.24%	100.00%
CHEMBL206	P03372	Estrogen receptor alpha	80.41%	97.64%

Plants that contains it

• Sindora sumatrana

Cross-Links

• PubChem: 85119523
• LOTUS: LTS0058709
• wikiData: Q105338032