(1S,2R,3E,5S,8E)-2,8-dimethyl-5-propan-2-ylcyclodeca-3,8-diene-1,2-diol

Details

• Internal ID: de54d4e4-409d-4d77-8568-c4e9d4b1a1a0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: (1S,2R,3E,5S,8E)-2,8-dimethyl-5-propan-2-ylcyclodeca-3,8-diene-1,2-diol
• SMILES (Canonical): CC1=CCC(C(C=CC(CC1)C(C)C)(C)O)O
• SMILES (Isomeric): C/C/1=C\C[C@@H]([C@](/C=C/[C@@H](CC1)C(C)C)(C)O)O
• InChI: InChI=1S/C15H26O2/c1-11(2)13-7-5-12(3)6-8-14(16)15(4,17)10-9-13/h6,9-11,13-14,16-17H,5,7-8H2,1-4H3/b10-9+,12-6+/t13-,14+,15-/m1/s1
• InChI Key: GHCUEDNOTXRLCD-FEVAJARYSA-N
• Popularity: 0 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: 2.80
• Atomic LogP (AlogP): 3.06
• 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	+	0.7273	72.73%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6054	60.54%
OATP2B1 inhibitior	-	0.8543	85.43%
OATP1B1 inhibitior	+	0.9505	95.05%
OATP1B3 inhibitior	+	0.9665	96.65%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.8539	85.39%
P-glycoprotein inhibitior	-	0.9550	95.50%
P-glycoprotein substrate	-	0.8371	83.71%
CYP3A4 substrate	+	0.5526	55.26%
CYP2C9 substrate	-	0.7896	78.96%
CYP2D6 substrate	-	0.7795	77.95%
CYP3A4 inhibition	-	0.7849	78.49%
CYP2C9 inhibition	-	0.8770	87.70%
CYP2C19 inhibition	-	0.8267	82.67%
CYP2D6 inhibition	-	0.9369	93.69%
CYP1A2 inhibition	-	0.7696	76.96%
CYP2C8 inhibition	-	0.8790	87.90%
CYP inhibitory promiscuity	-	0.9204	92.04%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.6206	62.06%
Eye corrosion	-	0.9669	96.69%
Eye irritation	-	0.8832	88.32%
Skin irritation	+	0.5420	54.20%
Skin corrosion	-	0.9524	95.24%
Ames mutagenesis	-	0.7570	75.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.4472	44.72%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.5389	53.89%
skin sensitisation	+	0.6805	68.05%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.5111	51.11%
Mitochondrial toxicity	-	0.5125	51.25%
Nephrotoxicity	-	0.7514	75.14%
Acute Oral Toxicity (c)	III	0.6623	66.23%
Estrogen receptor binding	-	0.8339	83.39%
Androgen receptor binding	-	0.7459	74.59%
Thyroid receptor binding	+	0.5301	53.01%
Glucocorticoid receptor binding	+	0.5980	59.80%
Aromatase binding	-	0.8508	85.08%
PPAR gamma	-	0.6884	68.84%
Honey bee toxicity	-	0.8969	89.69%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9207	92.07%

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	92.58%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	92.42%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.87%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.27%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	86.67%	93.56%
CHEMBL1871	P10275	Androgen Receptor	86.13%	96.43%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.35%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.69%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.27%	97.09%
CHEMBL2581	P07339	Cathepsin D	81.82%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.51%	95.89%
CHEMBL4208	P20618	Proteasome component C5	80.47%	90.00%

Plants that contains it

• Pallenis spinosa
• Senecio adenophyllus

Cross-Links

• PubChem: 14219406
• LOTUS: LTS0027823
• wikiData: Q105008454