Periplocadiol

Details

• Internal ID: ced1c502-3abf-4d6b-a352-24c60f483a6a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Elemane sesquiterpenoids
• IUPAC Name: (1R,2R,3R,5R)-2-ethenyl-2-(hydroxymethyl)-3,5-bis(prop-1-en-2-yl)cyclohexan-1-ol
• SMILES (Canonical): CC(=C)C1CC(C(C(C1)O)(CO)C=C)C(=C)C
• SMILES (Isomeric): CC(=C)[C@@H]1C[C@@H]([C@@]([C@@H](C1)O)(CO)C=C)C(=C)C
• InChI: InChI=1S/C15H24O2/c1-6-15(9-16)13(11(4)5)7-12(10(2)3)8-14(15)17/h6,12-14,16-17H,1-2,4,7-9H2,3,5H3/t12-,13-,14-,15+/m1/s1
• InChI Key: VAKYTNWCHIFFTG-TUVASFSCSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₂
• Molecular Weight: 236.35 g/mol
• Exact Mass: 236.177630004 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 4.10
• Atomic LogP (AlogP): 2.69
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

• Periplocadiol
• DTXSID50924762
• 2-Ethenyl-2-(hydroxymethyl)-3,5-di(prop-1-en-2-yl)cyclohexan-1-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9721	97.21%
Caco-2	-	0.8149	81.49%
Blood Brain Barrier	+	0.8000	80.00%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5035	50.35%
OATP2B1 inhibitior	-	0.8501	85.01%
OATP1B1 inhibitior	+	0.9433	94.33%
OATP1B3 inhibitior	+	0.9576	95.76%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7930	79.30%
BSEP inhibitior	-	0.9594	95.94%
P-glycoprotein inhibitior	-	0.9534	95.34%
P-glycoprotein substrate	-	0.7929	79.29%
CYP3A4 substrate	-	0.5104	51.04%
CYP2C9 substrate	-	0.8090	80.90%
CYP2D6 substrate	-	0.7582	75.82%
CYP3A4 inhibition	-	0.8685	86.85%
CYP2C9 inhibition	-	0.8237	82.37%
CYP2C19 inhibition	-	0.7206	72.06%
CYP2D6 inhibition	-	0.8952	89.52%
CYP1A2 inhibition	-	0.8168	81.68%
CYP2C8 inhibition	-	0.9193	91.93%
CYP inhibitory promiscuity	-	0.8535	85.35%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8528	85.28%
Carcinogenicity (trinary)	Non-required	0.6802	68.02%
Eye corrosion	-	0.9678	96.78%
Eye irritation	+	0.5646	56.46%
Skin irritation	-	0.7521	75.21%
Skin corrosion	-	0.9430	94.30%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4455	44.55%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5375	53.75%
skin sensitisation	-	0.5377	53.77%
Respiratory toxicity	-	0.7333	73.33%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	-	0.5500	55.00%
Nephrotoxicity	+	0.5678	56.78%
Acute Oral Toxicity (c)	III	0.7968	79.68%
Estrogen receptor binding	-	0.7525	75.25%
Androgen receptor binding	-	0.5245	52.45%
Thyroid receptor binding	-	0.6355	63.55%
Glucocorticoid receptor binding	-	0.6659	66.59%
Aromatase binding	-	0.7065	70.65%
PPAR gamma	-	0.6510	65.10%
Honey bee toxicity	-	0.7230	72.30%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.9002	90.02%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.23%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.13%	96.09%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	90.46%	96.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.05%	85.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.28%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	85.64%	95.93%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.07%	96.61%
CHEMBL221	P23219	Cyclooxygenase-1	84.05%	90.17%
CHEMBL2996	Q05655	Protein kinase C delta	83.28%	97.79%
CHEMBL203	P00533	Epidermal growth factor receptor erbB1	82.82%	97.34%
CHEMBL206	P03372	Estrogen receptor alpha	82.76%	97.64%
CHEMBL4040	P28482	MAP kinase ERK2	82.17%	83.82%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.85%	97.25%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.67%	97.21%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.33%	100.00%

Plants that contains it

• Periploca laevigata

Cross-Links

• PubChem: 183691
• LOTUS: LTS0184259
• wikiData: Q82898974