(1S,5S,9R)-9-(2-hydroxypropan-2-yl)-2,6-dimethylidenecyclodecane-1,5-diol

Details

• Internal ID: 8cb4bc59-5e9e-4cf7-82f5-1f090b713908
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: (1S,5S,9R)-9-(2-hydroxypropan-2-yl)-2,6-dimethylidenecyclodecane-1,5-diol
• SMILES (Canonical): CC(C)(C1CCC(=C)C(CCC(=C)C(C1)O)O)O
• SMILES (Isomeric): CC(C)([C@@H]1CCC(=C)[C@H](CCC(=C)[C@H](C1)O)O)O
• InChI: InChI=1S/C15H26O3/c1-10-5-7-12(15(3,4)18)9-14(17)11(2)6-8-13(10)16/h12-14,16-18H,1-2,5-9H2,3-4H3/t12-,13+,14+/m1/s1
• InChI Key: ZJQHXIIOVKOVID-RDBSUJKOSA-N
• Popularity: 1 reference 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: 1.00
• Atomic LogP (AlogP): 2.17
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

• CHEBI:81216
• C17610
• Q27155162

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9927	99.27%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7157	71.57%
OATP2B1 inhibitior	-	0.8515	85.15%
OATP1B1 inhibitior	+	0.9590	95.90%
OATP1B3 inhibitior	+	0.9513	95.13%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6069	60.69%
BSEP inhibitior	-	0.9465	94.65%
P-glycoprotein inhibitior	-	0.9201	92.01%
P-glycoprotein substrate	-	0.8797	87.97%
CYP3A4 substrate	-	0.5351	53.51%
CYP2C9 substrate	-	0.6069	60.69%
CYP2D6 substrate	-	0.7450	74.50%
CYP3A4 inhibition	-	0.8592	85.92%
CYP2C9 inhibition	-	0.8683	86.83%
CYP2C19 inhibition	-	0.8156	81.56%
CYP2D6 inhibition	-	0.9203	92.03%
CYP1A2 inhibition	-	0.8361	83.61%
CYP2C8 inhibition	-	0.8499	84.99%
CYP inhibitory promiscuity	-	0.8697	86.97%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8328	83.28%
Carcinogenicity (trinary)	Non-required	0.6322	63.22%
Eye corrosion	-	0.9618	96.18%
Eye irritation	-	0.6479	64.79%
Skin irritation	-	0.5462	54.62%
Skin corrosion	-	0.9412	94.12%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5703	57.03%
Micronuclear	-	0.9000	90.00%
Hepatotoxicity	+	0.7052	70.52%
skin sensitisation	+	0.6577	65.77%
Respiratory toxicity	-	0.7111	71.11%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.6126	61.26%
Acute Oral Toxicity (c)	III	0.7265	72.65%
Estrogen receptor binding	+	0.5545	55.45%
Androgen receptor binding	-	0.7681	76.81%
Thyroid receptor binding	+	0.5328	53.28%
Glucocorticoid receptor binding	+	0.7102	71.02%
Aromatase binding	-	0.6065	60.65%
PPAR gamma	-	0.7077	70.77%
Honey bee toxicity	-	0.9216	92.16%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9597	95.97%

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	95.40%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	87.15%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.82%	97.09%
CHEMBL1871	P10275	Androgen Receptor	84.81%	96.43%
CHEMBL1977	P11473	Vitamin D receptor	83.91%	99.43%
CHEMBL2581	P07339	Cathepsin D	82.88%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.30%	100.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.61%	92.94%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.00%	95.89%

Plants that contains it

• Chrysanthemum indicum

Cross-Links

• PubChem: 46173955
• NPASS: NPC162866