2-Ethenyl-1-propyl-2,3,4,5,6,8a-hexahydrocyclopenta[a]indene-1,3a,4a,8b-tetrol

Details

• Internal ID: 5fc17c2f-c48d-436a-9bdb-004c80736a7a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids
• IUPAC Name: 2-ethenyl-1-propyl-2,3,4,5,6,8a-hexahydrocyclopenta[a]indene-1,3a,4a,8b-tetrol
• SMILES (Canonical): CCCC1(C(CC2(C1(C3C=CCCC3(C2)O)O)O)C=C)O
• SMILES (Isomeric): CCCC1(C(CC2(C1(C3C=CCCC3(C2)O)O)O)C=C)O
• InChI: InChI=1S/C17H26O4/c1-3-8-16(20)12(4-2)10-15(19)11-14(18)9-6-5-7-13(14)17(15,16)21/h4-5,7,12-13,18-21H,2-3,6,8-11H2,1H3
• InChI Key: XLQFWTFMZMCGBS-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₆O₄
• Molecular Weight: 294.40 g/mol
• Exact Mass: 294.18310931 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 0.70
• Atomic LogP (AlogP): 1.29
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9365	93.65%
Caco-2	-	0.6580	65.80%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.5571	55.71%
Subcellular localzation	Lysosomes	0.4587	45.87%
OATP2B1 inhibitior	-	0.8543	85.43%
OATP1B1 inhibitior	+	0.8744	87.44%
OATP1B3 inhibitior	+	0.9588	95.88%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8588	85.88%
BSEP inhibitior	-	0.5320	53.20%
P-glycoprotein inhibitior	-	0.9304	93.04%
P-glycoprotein substrate	-	0.6522	65.22%
CYP3A4 substrate	+	0.5567	55.67%
CYP2C9 substrate	-	0.7629	76.29%
CYP2D6 substrate	-	0.7662	76.62%
CYP3A4 inhibition	-	0.8614	86.14%
CYP2C9 inhibition	-	0.8910	89.10%
CYP2C19 inhibition	-	0.7421	74.21%
CYP2D6 inhibition	-	0.9172	91.72%
CYP1A2 inhibition	-	0.8162	81.62%
CYP2C8 inhibition	-	0.6867	68.67%
CYP inhibitory promiscuity	-	0.9158	91.58%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6225	62.25%
Eye corrosion	-	0.9855	98.55%
Eye irritation	-	0.9274	92.74%
Skin irritation	-	0.5669	56.69%
Skin corrosion	-	0.8940	89.40%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5819	58.19%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	+	0.5052	50.52%
skin sensitisation	-	0.6964	69.64%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7778	77.78%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.6113	61.13%
Acute Oral Toxicity (c)	III	0.5678	56.78%
Estrogen receptor binding	+	0.5521	55.21%
Androgen receptor binding	+	0.6424	64.24%
Thyroid receptor binding	+	0.5967	59.67%
Glucocorticoid receptor binding	+	0.6615	66.15%
Aromatase binding	-	0.5347	53.47%
PPAR gamma	-	0.5567	55.67%
Honey bee toxicity	-	0.8028	80.28%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5300	53.00%
Fish aquatic toxicity	+	0.9524	95.24%

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	96.53%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.28%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.11%	91.11%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	89.03%	95.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.95%	97.09%
CHEMBL2581	P07339	Cathepsin D	84.76%	98.95%
CHEMBL4208	P20618	Proteasome component C5	83.67%	90.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	82.73%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.51%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.16%	100.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	80.61%	89.34%

Plants that contains it

• Aralia continentalis

Cross-Links

• PubChem: 25194976
• LOTUS: LTS0159518
• wikiData: Q105330212