(1R,3S,5S,7R)-2,8-Bis(methylene)-5-(1-methylethenyl)-1,3,7-cyclodecanetriol

Details

• Internal ID: 1feebbee-06e7-4267-81d6-16d43cbed533
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: 2,8-dimethylidene-5-prop-1-en-2-ylcyclodecane-1,3,7-triol
• SMILES (Canonical): CC(=C)C1CC(C(=C)CCC(C(=C)C(C1)O)O)O
• SMILES (Isomeric): CC(=C)C1CC(C(=C)CCC(C(=C)C(C1)O)O)O
• InChI: InChI=1S/C15H24O3/c1-9(2)12-7-14(17)10(3)5-6-13(16)11(4)15(18)8-12/h12-18H,1,3-8H2,2H3
• InChI Key: QVMGKSVFLSTTEO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₃
• Molecular Weight: 252.35 g/mol
• Exact Mass: 252.17254462 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 1.20
• Atomic LogP (AlogP): 1.95
• 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	+	0.9820	98.20%
Caco-2	-	0.6238	62.38%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6097	60.97%
OATP2B1 inhibitior	-	0.8519	85.19%
OATP1B1 inhibitior	+	0.9571	95.71%
OATP1B3 inhibitior	+	0.9584	95.84%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8338	83.38%
BSEP inhibitior	-	0.9427	94.27%
P-glycoprotein inhibitior	-	0.9404	94.04%
P-glycoprotein substrate	-	0.7994	79.94%
CYP3A4 substrate	-	0.5333	53.33%
CYP2C9 substrate	-	0.8090	80.90%
CYP2D6 substrate	-	0.7021	70.21%
CYP3A4 inhibition	-	0.8186	81.86%
CYP2C9 inhibition	-	0.8382	83.82%
CYP2C19 inhibition	-	0.7852	78.52%
CYP2D6 inhibition	-	0.8879	88.79%
CYP1A2 inhibition	-	0.7335	73.35%
CYP2C8 inhibition	-	0.8822	88.22%
CYP inhibitory promiscuity	-	0.8162	81.62%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8528	85.28%
Carcinogenicity (trinary)	Non-required	0.6422	64.22%
Eye corrosion	-	0.9210	92.10%
Eye irritation	+	0.7527	75.27%
Skin irritation	-	0.5565	55.65%
Skin corrosion	-	0.8641	86.41%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5127	51.27%
Micronuclear	-	0.9300	93.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.5563	55.63%
Respiratory toxicity	-	0.7667	76.67%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.6371	63.71%
Acute Oral Toxicity (c)	III	0.6156	61.56%
Estrogen receptor binding	-	0.6041	60.41%
Androgen receptor binding	-	0.7174	71.74%
Thyroid receptor binding	-	0.6047	60.47%
Glucocorticoid receptor binding	-	0.5515	55.15%
Aromatase binding	-	0.7112	71.12%
PPAR gamma	-	0.8020	80.20%
Honey bee toxicity	-	0.9030	90.30%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9001	90.01%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1951	P21397	Monoamine oxidase A	96.50%	91.49%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.20%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.47%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.41%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.74%	97.09%
CHEMBL1871	P10275	Androgen Receptor	84.63%	96.43%
CHEMBL4040	P28482	MAP kinase ERK2	83.03%	83.82%
CHEMBL2581	P07339	Cathepsin D	82.33%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.67%	95.89%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.36%	92.94%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.91%	97.25%
CHEMBL226	P30542	Adenosine A1 receptor	80.73%	95.93%

Plants that contains it

• Achillea ageratum

Cross-Links

• PubChem: 5232865
• LOTUS: LTS0152102
• wikiData: Q105228746