(3R,4R,6R,7R)-4-[(1S,4S)-4-hydroxy-1,4-dimethylcyclohex-2-en-1-yl]-4-methyl-1-oxaspiro[2.4]heptane-6,7-diol

Details

• Internal ID: 39eab243-43a2-409d-96e5-8c3d10b6a073
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Tertiary alcohols
• IUPAC Name: (3R,4R,6R,7R)-4-[(1S,4S)-4-hydroxy-1,4-dimethylcyclohex-2-en-1-yl]-4-methyl-1-oxaspiro[2.4]heptane-6,7-diol
• SMILES (Canonical): CC1(CCC(C=C1)(C)O)C2(CC(C(C23CO3)O)O)C
• SMILES (Isomeric): C[C@@]1(CC[C@](C=C1)(C)O)[C@]2(C[C@H]([C@H]([C@]23CO3)O)O)C
• InChI: InChI=1S/C15H24O4/c1-12(4-6-13(2,18)7-5-12)14(3)8-10(16)11(17)15(14)9-19-15/h4,6,10-11,16-18H,5,7-9H2,1-3H3/t10-,11-,12-,13-,14-,15-/m1/s1
• InChI Key: FPANWDWGPATUTH-BXLXJSPXSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₄O₄
• Molecular Weight: 268.35 g/mol
• Exact Mass: 268.16745924 g/mol
• Topological Polar Surface Area (TPSA): 73.20 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.99
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9445	94.45%
Caco-2	+	0.6629	66.29%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6634	66.34%
OATP2B1 inhibitior	-	0.8514	85.14%
OATP1B1 inhibitior	+	0.9407	94.07%
OATP1B3 inhibitior	+	0.9415	94.15%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7333	73.33%
BSEP inhibitior	-	0.7844	78.44%
P-glycoprotein inhibitior	-	0.9424	94.24%
P-glycoprotein substrate	-	0.7651	76.51%
CYP3A4 substrate	+	0.5331	53.31%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7892	78.92%
CYP3A4 inhibition	-	0.8279	82.79%
CYP2C9 inhibition	-	0.8038	80.38%
CYP2C19 inhibition	-	0.8280	82.80%
CYP2D6 inhibition	-	0.9501	95.01%
CYP1A2 inhibition	-	0.7698	76.98%
CYP2C8 inhibition	-	0.9229	92.29%
CYP inhibitory promiscuity	-	0.9697	96.97%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.6077	60.77%
Eye corrosion	-	0.9854	98.54%
Eye irritation	-	0.9378	93.78%
Skin irritation	-	0.6045	60.45%
Skin corrosion	-	0.9400	94.00%
Ames mutagenesis	-	0.6870	68.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6859	68.59%
Micronuclear	-	0.7500	75.00%
Hepatotoxicity	+	0.5178	51.78%
skin sensitisation	-	0.8342	83.42%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6222	62.22%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.6090	60.90%
Acute Oral Toxicity (c)	III	0.3622	36.22%
Estrogen receptor binding	-	0.5000	50.00%
Androgen receptor binding	+	0.6402	64.02%
Thyroid receptor binding	+	0.6554	65.54%
Glucocorticoid receptor binding	+	0.5876	58.76%
Aromatase binding	-	0.5226	52.26%
PPAR gamma	-	0.6446	64.46%
Honey bee toxicity	-	0.8983	89.83%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9083	90.83%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.19%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.83%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	93.63%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.85%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.51%	100.00%
CHEMBL2581	P07339	Cathepsin D	83.73%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.52%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.95%	89.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.81%	96.77%
CHEMBL221	P23219	Cyclooxygenase-1	80.95%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.63%	97.09%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162993991
• LOTUS: LTS0146862
• wikiData: Q104999056