2-[(2R,4aS,7R,8aR)-7-hydroxy-4a-methyl-8-methylidene-1,2,3,4,5,6,7,8a-octahydronaphthalen-2-yl]prop-2-enal

Details

• Internal ID: b3e33aee-38c9-47b5-9fbb-2c8e36a2c2ca
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eudesmane, isoeudesmane or cycloeudesmane sesquiterpenoids
• IUPAC Name: 2-[(2R,4aS,7R,8aR)-7-hydroxy-4a-methyl-8-methylidene-1,2,3,4,5,6,7,8a-octahydronaphthalen-2-yl]prop-2-enal
• SMILES (Canonical): CC12CCC(CC1C(=C)C(CC2)O)C(=C)C=O
• SMILES (Isomeric): C[C@@]12CC[C@H](C[C@H]1C(=C)[C@@H](CC2)O)C(=C)C=O
• InChI: InChI=1S/C15H22O2/c1-10(9-16)12-4-6-15(3)7-5-14(17)11(2)13(15)8-12/h9,12-14,17H,1-2,4-8H2,3H3/t12-,13+,14-,15+/m1/s1
• InChI Key: WBBWQKSAADAKAF-BARDWOONSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.88
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.6619	66.19%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7039	70.39%
OATP2B1 inhibitior	-	0.8512	85.12%
OATP1B1 inhibitior	+	0.9122	91.22%
OATP1B3 inhibitior	+	0.9523	95.23%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.7750	77.50%
BSEP inhibitior	-	0.8879	88.79%
P-glycoprotein inhibitior	-	0.9380	93.80%
P-glycoprotein substrate	-	0.8886	88.86%
CYP3A4 substrate	+	0.5804	58.04%
CYP2C9 substrate	-	0.6551	65.51%
CYP2D6 substrate	-	0.7798	77.98%
CYP3A4 inhibition	-	0.7128	71.28%
CYP2C9 inhibition	-	0.8858	88.58%
CYP2C19 inhibition	-	0.5883	58.83%
CYP2D6 inhibition	-	0.9342	93.42%
CYP1A2 inhibition	-	0.8048	80.48%
CYP2C8 inhibition	-	0.8484	84.84%
CYP inhibitory promiscuity	-	0.8970	89.70%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4980	49.80%
Eye corrosion	-	0.9838	98.38%
Eye irritation	+	0.5254	52.54%
Skin irritation	+	0.5257	52.57%
Skin corrosion	-	0.9438	94.38%
Ames mutagenesis	-	0.7037	70.37%
Human Ether-a-go-go-Related Gene inhibition	-	0.4193	41.93%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	+	0.6001	60.01%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.4621	46.21%
Acute Oral Toxicity (c)	III	0.7733	77.33%
Estrogen receptor binding	+	0.5732	57.32%
Androgen receptor binding	-	0.5515	55.15%
Thyroid receptor binding	-	0.6548	65.48%
Glucocorticoid receptor binding	+	0.6684	66.84%
Aromatase binding	-	0.6264	62.64%
PPAR gamma	-	0.5978	59.78%
Honey bee toxicity	-	0.8471	84.71%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	+	0.9881	98.81%

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	90.22%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	89.73%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.91%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.78%	100.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.02%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	83.60%	91.49%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.95%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.65%	95.89%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.56%	82.69%

Plants that contains it

• Gonospermum fruticosum

Cross-Links

• PubChem: 162921955
• LOTUS: LTS0205862
• wikiData: Q105300638