(1S,4aS,6S,8R,8aS)-1-hydroxy-6,8-dimethyl-5-methylidene-4,4a,6,7,8,8a-hexahydronaphthalene-1,2-dicarbaldehyde

Details

• Internal ID: a07c412d-e207-40f2-b913-6c7274269c60
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Tertiary alcohols
• IUPAC Name: (1S,4aS,6S,8R,8aS)-1-hydroxy-6,8-dimethyl-5-methylidene-4,4a,6,7,8,8a-hexahydronaphthalene-1,2-dicarbaldehyde
• SMILES (Canonical): CC1CC(C(=C)C2C1C(C(=CC2)C=O)(C=O)O)C
• SMILES (Isomeric): C[C@@H]1C[C@@H](C(=C)[C@@H]2[C@H]1[C@](C(=CC2)C=O)(C=O)O)C
• InChI: InChI=1S/C15H20O3/c1-9-6-10(2)14-13(11(9)3)5-4-12(7-16)15(14,18)8-17/h4,7-10,13-14,18H,3,5-6H2,1-2H3/t9-,10+,13+,14-,15+/m0/s1
• InChI Key: CUUXJJXXBLFSTO-MGZPQWHJSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32 g/mol
• Exact Mass: 248.14124450 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 2.00
• Atomic LogP (AlogP): 1.91
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9922	99.22%
Caco-2	+	0.5451	54.51%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.7219	72.19%
OATP2B1 inhibitior	-	0.8569	85.69%
OATP1B1 inhibitior	+	0.8949	89.49%
OATP1B3 inhibitior	+	0.9476	94.76%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8302	83.02%
BSEP inhibitior	-	0.8635	86.35%
P-glycoprotein inhibitior	-	0.9285	92.85%
P-glycoprotein substrate	-	0.8144	81.44%
CYP3A4 substrate	+	0.5650	56.50%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8526	85.26%
CYP3A4 inhibition	-	0.7552	75.52%
CYP2C9 inhibition	-	0.7758	77.58%
CYP2C19 inhibition	-	0.8333	83.33%
CYP2D6 inhibition	-	0.9167	91.67%
CYP1A2 inhibition	-	0.7648	76.48%
CYP2C8 inhibition	-	0.7061	70.61%
CYP inhibitory promiscuity	-	0.7992	79.92%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9343	93.43%
Carcinogenicity (trinary)	Non-required	0.4816	48.16%
Eye corrosion	-	0.9821	98.21%
Eye irritation	-	0.8653	86.53%
Skin irritation	+	0.5059	50.59%
Skin corrosion	-	0.9210	92.10%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5287	52.87%
Micronuclear	-	0.6300	63.00%
Hepatotoxicity	+	0.5824	58.24%
skin sensitisation	+	0.5448	54.48%
Respiratory toxicity	-	0.6889	68.89%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.5723	57.23%
Acute Oral Toxicity (c)	III	0.4949	49.49%
Estrogen receptor binding	-	0.5454	54.54%
Androgen receptor binding	+	0.6508	65.08%
Thyroid receptor binding	-	0.5909	59.09%
Glucocorticoid receptor binding	+	0.5379	53.79%
Aromatase binding	+	0.5644	56.44%
PPAR gamma	-	0.6154	61.54%
Honey bee toxicity	-	0.8498	84.98%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9925	99.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	89.99%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.38%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.92%	95.56%
CHEMBL218	P21554	Cannabinoid CB1 receptor	87.77%	96.61%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.45%	91.11%
CHEMBL3492	P49721	Proteasome Macropain subunit	84.08%	90.24%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.88%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.09%	100.00%
CHEMBL221	P23219	Cyclooxygenase-1	81.49%	90.17%

Plants that contains it

• Warburgia ugandensis

Cross-Links

• PubChem: 162985061
• LOTUS: LTS0047798
• wikiData: Q104970515