(4E,7R,10S)-10-hydroxy-10-(hydroxymethyl)-4-methyl-7-prop-1-en-2-ylcyclodec-4-en-1-one

Details

• Internal ID: c40ef6b5-96e4-4c4a-a4c3-63fdfeaf5566
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Germacrane sesquiterpenoids
• IUPAC Name: (4E,7R,10S)-10-hydroxy-10-(hydroxymethyl)-4-methyl-7-prop-1-en-2-ylcyclodec-4-en-1-one
• SMILES (Canonical): CC1=CCC(CCC(C(=O)CC1)(CO)O)C(=C)C
• SMILES (Isomeric): C/C/1=C\C[C@@H](CC[C@@](C(=O)CC1)(CO)O)C(=C)C
• InChI: InChI=1S/C15H24O3/c1-11(2)13-6-4-12(3)5-7-14(17)15(18,10-16)9-8-13/h4,13,16,18H,1,5-10H2,2-3H3/b12-4+/t13-,15-/m0/s1
• InChI Key: VURQQJGBAOJANV-WNCBDUDASA-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): 57.50 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.38
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9836	98.36%
Caco-2	+	0.7124	71.24%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8061	80.61%
OATP2B1 inhibitior	-	0.8504	85.04%
OATP1B1 inhibitior	+	0.9592	95.92%
OATP1B3 inhibitior	+	0.9519	95.19%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5467	54.67%
BSEP inhibitior	-	0.7091	70.91%
P-glycoprotein inhibitior	-	0.9610	96.10%
P-glycoprotein substrate	-	0.8347	83.47%
CYP3A4 substrate	+	0.5554	55.54%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8388	83.88%
CYP3A4 inhibition	-	0.7648	76.48%
CYP2C9 inhibition	-	0.7831	78.31%
CYP2C19 inhibition	-	0.8180	81.80%
CYP2D6 inhibition	-	0.9025	90.25%
CYP1A2 inhibition	-	0.7313	73.13%
CYP2C8 inhibition	-	0.8996	89.96%
CYP inhibitory promiscuity	-	0.9622	96.22%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.6558	65.58%
Eye corrosion	-	0.9854	98.54%
Eye irritation	+	0.6666	66.66%
Skin irritation	-	0.6342	63.42%
Skin corrosion	-	0.9575	95.75%
Ames mutagenesis	-	0.8254	82.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5579	55.79%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.5169	51.69%
skin sensitisation	-	0.7310	73.10%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.5459	54.59%
Acute Oral Toxicity (c)	III	0.6569	65.69%
Estrogen receptor binding	-	0.7872	78.72%
Androgen receptor binding	-	0.6271	62.71%
Thyroid receptor binding	-	0.6302	63.02%
Glucocorticoid receptor binding	+	0.5855	58.55%
Aromatase binding	-	0.5889	58.89%
PPAR gamma	-	0.7272	72.72%
Honey bee toxicity	-	0.9254	92.54%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9474	94.74%

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	95.15%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.49%	97.25%
CHEMBL2581	P07339	Cathepsin D	92.38%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.57%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.84%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.35%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.25%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	83.71%	93.04%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	81.29%	91.24%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.28%	96.61%

Plants that contains it

• Polyachyrus sphaerocephalus

Cross-Links

• PubChem: 14890299
• LOTUS: LTS0043171
• wikiData: Q105297388