(3S,4S)-4-ethenyl-2,5-dimethylhex-5-ene-2,3-diol

Details

• Internal ID: e10be689-0a19-4c92-8de8-f3d204f573e8
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Tertiary alcohols
• IUPAC Name: (3S,4S)-4-ethenyl-2,5-dimethylhex-5-ene-2,3-diol
• SMILES (Canonical): CC(=C)C(C=C)C(C(C)(C)O)O
• SMILES (Isomeric): CC(=C)[C@H](C=C)[C@@H](C(C)(C)O)O
• InChI: InChI=1S/C10H18O2/c1-6-8(7(2)3)9(11)10(4,5)12/h6,8-9,11-12H,1-2H2,3-5H3/t8-,9-/m0/s1
• InChI Key: LIAJPRXDHOZJHW-IUCAKERBSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₈O₂
• Molecular Weight: 170.25 g/mol
• Exact Mass: 170.130679813 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.50
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9739	97.39%
Caco-2	-	0.7347	73.47%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.5194	51.94%
OATP2B1 inhibitior	-	0.8578	85.78%
OATP1B1 inhibitior	+	0.9399	93.99%
OATP1B3 inhibitior	+	0.9559	95.59%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9605	96.05%
P-glycoprotein inhibitior	-	0.9588	95.88%
P-glycoprotein substrate	-	0.9504	95.04%
CYP3A4 substrate	-	0.6313	63.13%
CYP2C9 substrate	-	0.5969	59.69%
CYP2D6 substrate	-	0.7925	79.25%
CYP3A4 inhibition	-	0.7145	71.45%
CYP2C9 inhibition	-	0.6116	61.16%
CYP2C19 inhibition	-	0.7665	76.65%
CYP2D6 inhibition	-	0.9310	93.10%
CYP1A2 inhibition	-	0.8789	87.89%
CYP2C8 inhibition	-	0.9635	96.35%
CYP inhibitory promiscuity	-	0.7281	72.81%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	+	0.5483	54.83%
Carcinogenicity (trinary)	Non-required	0.6088	60.88%
Eye corrosion	-	0.5843	58.43%
Eye irritation	+	0.7748	77.48%
Skin irritation	+	0.7162	71.62%
Skin corrosion	-	0.7210	72.10%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6383	63.83%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	+	0.7440	74.40%
skin sensitisation	+	0.7021	70.21%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	-	0.9444	94.44%
Mitochondrial toxicity	-	0.7446	74.46%
Nephrotoxicity	+	0.6579	65.79%
Acute Oral Toxicity (c)	III	0.7966	79.66%
Estrogen receptor binding	-	0.8313	83.13%
Androgen receptor binding	-	0.9015	90.15%
Thyroid receptor binding	-	0.8011	80.11%
Glucocorticoid receptor binding	-	0.8419	84.19%
Aromatase binding	-	0.8140	81.40%
PPAR gamma	-	0.7402	74.02%
Honey bee toxicity	-	0.6534	65.34%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.8300	83.00%
Fish aquatic toxicity	+	0.6569	65.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	89.15%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.05%	97.25%
CHEMBL3892	Q99500	Sphingosine 1-phosphate receptor Edg-3	85.34%	97.29%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	83.00%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	81.97%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.97%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	80.73%	94.73%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.08%	85.14%

Plants that contains it

• Seriphidium fragrans
• Seriphidium herba-alba

Cross-Links

• PubChem: 163189878
• LOTUS: LTS0197298
• wikiData: Q105152089