(1R,2R,5R,6E,10S)-7-methyl-3-methylidene-10-propan-2-ylcyclodec-6-ene-1,2,5-triol

Details

• Internal ID: 52f83b62-c15d-4f07-b8c7-ec0b77579ef0
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: (1R,2R,5R,6E,10S)-7-methyl-3-methylidene-10-propan-2-ylcyclodec-6-ene-1,2,5-triol
• SMILES (Canonical): CC1=CC(CC(=C)C(C(C(CC1)C(C)C)O)O)O
• SMILES (Isomeric): C/C/1=C\[C@@H](CC(=C)[C@H]([C@@H]([C@@H](CC1)C(C)C)O)O)O
• InChI: InChI=1S/C15H26O3/c1-9(2)13-6-5-10(3)7-12(16)8-11(4)14(17)15(13)18/h7,9,12-18H,4-6,8H2,1-3H3/b10-7+/t12-,13-,14+,15+/m0/s1
• InChI Key: PTRFJTHADLODLE-LWBWOVRNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₆O₃
• Molecular Weight: 254.36 g/mol
• Exact Mass: 254.18819469 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.03
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9872	98.72%
Caco-2	+	0.5135	51.35%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6143	61.43%
Subcellular localzation	Mitochondria	0.6060	60.60%
OATP2B1 inhibitior	-	0.8509	85.09%
OATP1B1 inhibitior	+	0.9300	93.00%
OATP1B3 inhibitior	+	0.9468	94.68%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9370	93.70%
P-glycoprotein inhibitior	-	0.9268	92.68%
P-glycoprotein substrate	-	0.8453	84.53%
CYP3A4 substrate	-	0.5285	52.85%
CYP2C9 substrate	-	0.8066	80.66%
CYP2D6 substrate	-	0.7282	72.82%
CYP3A4 inhibition	-	0.8415	84.15%
CYP2C9 inhibition	-	0.8298	82.98%
CYP2C19 inhibition	-	0.7607	76.07%
CYP2D6 inhibition	-	0.9016	90.16%
CYP1A2 inhibition	-	0.7663	76.63%
CYP2C8 inhibition	-	0.9169	91.69%
CYP inhibitory promiscuity	-	0.9190	91.90%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8500	85.00%
Carcinogenicity (trinary)	Non-required	0.6784	67.84%
Eye corrosion	-	0.9630	96.30%
Eye irritation	-	0.9151	91.51%
Skin irritation	-	0.5263	52.63%
Skin corrosion	-	0.9068	90.68%
Ames mutagenesis	-	0.7900	79.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4854	48.54%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	-	0.5572	55.72%
skin sensitisation	+	0.5532	55.32%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.5614	56.14%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.6018	60.18%
Acute Oral Toxicity (c)	III	0.6504	65.04%
Estrogen receptor binding	-	0.7628	76.28%
Androgen receptor binding	-	0.6066	60.66%
Thyroid receptor binding	-	0.5000	50.00%
Glucocorticoid receptor binding	-	0.4643	46.43%
Aromatase binding	-	0.7804	78.04%
PPAR gamma	-	0.7625	76.25%
Honey bee toxicity	-	0.9281	92.81%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9491	94.91%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	90.44%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.55%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.78%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.10%	100.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.80%	91.11%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	83.68%	86.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	82.77%	97.25%
CHEMBL1871	P10275	Androgen Receptor	82.48%	96.43%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.32%	95.89%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	81.66%	97.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.05%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.75%	93.56%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	80.13%	95.56%

Plants that contains it

• Santolina chamaecyparissus
• Santolina insularis

Cross-Links

• PubChem: 162915562
• LOTUS: LTS0026972
• wikiData: Q105214852