(1S,2E,6Z,10R,11S)-11-(hydroxymethyl)-7,11-dimethylbicyclo[8.1.0]undeca-2,6-diene-3-carbaldehyde

Details

• Internal ID: 6fdc6efc-7f02-499a-9827-a5ca6240669c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: (1S,2E,6Z,10R,11S)-11-(hydroxymethyl)-7,11-dimethylbicyclo[8.1.0]undeca-2,6-diene-3-carbaldehyde
• SMILES (Canonical): CC1=CCCC(=CC2C(C2(C)CO)CC1)C=O
• SMILES (Isomeric): C/C/1=C/CC/C(=C\[C@H]2[C@H]([C@]2(C)CO)CC1)/C=O
• InChI: InChI=1S/C15H22O2/c1-11-4-3-5-12(9-16)8-14-13(7-6-11)15(14,2)10-17/h4,8-9,13-14,17H,3,5-7,10H2,1-2H3/b11-4-,12-8+/t13-,14+,15+/m1/s1
• InChI Key: XMOWCTRGIZCHKL-TZCYELPTSA-N
• Popularity: 0 references 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: 2.20
• 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	+	0.9931	99.31%
Caco-2	+	0.8885	88.85%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Lysosomes	0.5722	57.22%
OATP2B1 inhibitior	-	0.8575	85.75%
OATP1B1 inhibitior	+	0.9086	90.86%
OATP1B3 inhibitior	+	0.9131	91.31%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5314	53.14%
BSEP inhibitior	-	0.5595	55.95%
P-glycoprotein inhibitior	-	0.9305	93.05%
P-glycoprotein substrate	-	0.8618	86.18%
CYP3A4 substrate	+	0.5690	56.90%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8563	85.63%
CYP3A4 inhibition	-	0.8355	83.55%
CYP2C9 inhibition	-	0.6955	69.55%
CYP2C19 inhibition	-	0.7271	72.71%
CYP2D6 inhibition	-	0.8853	88.53%
CYP1A2 inhibition	-	0.6396	63.96%
CYP2C8 inhibition	-	0.6627	66.27%
CYP inhibitory promiscuity	-	0.8284	82.84%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.8000	80.00%
Carcinogenicity (trinary)	Non-required	0.6247	62.47%
Eye corrosion	-	0.8615	86.15%
Eye irritation	-	0.9516	95.16%
Skin irritation	-	0.6276	62.76%
Skin corrosion	-	0.9742	97.42%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4751	47.51%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.5723	57.23%
skin sensitisation	+	0.7236	72.36%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	-	0.6444	64.44%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.5634	56.34%
Acute Oral Toxicity (c)	III	0.7364	73.64%
Estrogen receptor binding	-	0.6936	69.36%
Androgen receptor binding	-	0.6046	60.46%
Thyroid receptor binding	-	0.5385	53.85%
Glucocorticoid receptor binding	+	0.5476	54.76%
Aromatase binding	-	0.7321	73.21%
PPAR gamma	-	0.6965	69.65%
Honey bee toxicity	-	0.9126	91.26%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.9612	96.12%

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	94.95%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.57%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.48%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.34%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.76%	100.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	85.31%	90.24%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.08%	96.61%
CHEMBL4208	P20618	Proteasome component C5	82.12%	90.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.87%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.83%	95.89%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.08%	95.89%

Plants that contains it

• Aristolochia kaempferi
• Aristolochia mollissima
• Guatteria guianensis

Cross-Links

• PubChem: 101018775
• LOTUS: LTS0029719
• wikiData: Q105331329