3-methyl-5-[(3R,6S)-4-methylidene-6-(2-methylprop-1-enyl)dioxan-3-yl]pent-1-en-3-ol

Details

• Internal ID: 881f59a3-d800-4328-83de-5ed5974a9c25
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 3-methyl-5-[(3R,6S)-4-methylidene-6-(2-methylprop-1-enyl)dioxan-3-yl]pent-1-en-3-ol
• SMILES (Canonical): CC(=CC1CC(=C)C(OO1)CCC(C)(C=C)O)C
• SMILES (Isomeric): CC(=C[C@@H]1CC(=C)[C@H](OO1)CCC(C)(C=C)O)C
• InChI: InChI=1S/C15H24O3/c1-6-15(5,16)8-7-14-12(4)10-13(17-18-14)9-11(2)3/h6,9,13-14,16H,1,4,7-8,10H2,2-3,5H3/t13-,14-,15?/m1/s1
• InChI Key: HYZUYRMHHUNOMH-GRKKQISMSA-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): 38.70 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.32
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9805	98.05%
Caco-2	-	0.5535	55.35%
Blood Brain Barrier	+	0.6816	68.16%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.6024	60.24%
OATP2B1 inhibitior	-	0.8531	85.31%
OATP1B1 inhibitior	+	0.8810	88.10%
OATP1B3 inhibitior	+	0.9305	93.05%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.9172	91.72%
P-glycoprotein inhibitior	-	0.9109	91.09%
P-glycoprotein substrate	-	0.7494	74.94%
CYP3A4 substrate	+	0.5123	51.23%
CYP2C9 substrate	-	0.7948	79.48%
CYP2D6 substrate	-	0.7608	76.08%
CYP3A4 inhibition	+	0.5257	52.57%
CYP2C9 inhibition	-	0.7843	78.43%
CYP2C19 inhibition	-	0.7947	79.47%
CYP2D6 inhibition	-	0.9287	92.87%
CYP1A2 inhibition	-	0.7927	79.27%
CYP2C8 inhibition	-	0.7096	70.96%
CYP inhibitory promiscuity	-	0.9052	90.52%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.7828	78.28%
Carcinogenicity (trinary)	Non-required	0.6642	66.42%
Eye corrosion	-	0.9624	96.24%
Eye irritation	-	0.5000	50.00%
Skin irritation	-	0.6409	64.09%
Skin corrosion	-	0.9380	93.80%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6607	66.07%
Micronuclear	-	0.8800	88.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	+	0.5792	57.92%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.5687	56.87%
Acute Oral Toxicity (c)	III	0.6647	66.47%
Estrogen receptor binding	-	0.7590	75.90%
Androgen receptor binding	-	0.7049	70.49%
Thyroid receptor binding	-	0.6450	64.50%
Glucocorticoid receptor binding	-	0.4666	46.66%
Aromatase binding	-	0.6246	62.46%
PPAR gamma	+	0.6135	61.35%
Honey bee toxicity	-	0.8429	84.29%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9518	95.18%

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	93.78%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.83%	97.25%
CHEMBL3401	O75469	Pregnane X receptor	90.72%	94.73%
CHEMBL1977	P11473	Vitamin D receptor	89.99%	99.43%
CHEMBL5966	P55899	IgG receptor FcRn large subunit p51	89.70%	90.93%
CHEMBL2581	P07339	Cathepsin D	88.36%	98.95%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.02%	96.95%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	85.41%	97.21%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.08%	96.09%
CHEMBL2996	Q05655	Protein kinase C delta	84.13%	97.79%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.84%	97.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.27%	95.89%

Plants that contains it

• Chiliadenus montanus

Cross-Links

• PubChem: 102125250
• LOTUS: LTS0264436
• wikiData: Q105035557