(1S,4R,4aS,8aS)-1,4-dihydroxy-5,5,8a-trimethyl-4a,6,7,8-tetrahydro-4H-naphthalene-1,2-dicarbaldehyde

Details

• Internal ID: a8c56486-85fe-49fb-86b1-a16c71e8edf1
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Tertiary alcohols
• IUPAC Name: (1S,4R,4aS,8aS)-1,4-dihydroxy-5,5,8a-trimethyl-4a,6,7,8-tetrahydro-4H-naphthalene-1,2-dicarbaldehyde
• SMILES (Canonical): CC1(CCCC2(C1C(C=C(C2(C=O)O)C=O)O)C)C
• SMILES (Isomeric): C[C@]12CCCC([C@@H]1[C@@H](C=C([C@@]2(C=O)O)C=O)O)(C)C
• InChI: InChI=1S/C15H22O4/c1-13(2)5-4-6-14(3)12(13)11(18)7-10(8-16)15(14,19)9-17/h7-9,11-12,18-19H,4-6H2,1-3H3/t11-,12+,14+,15-/m1/s1
• InChI Key: AMHCJQBKGMEAAJ-PAPYEOQZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₄
• Molecular Weight: 266.33 g/mol
• Exact Mass: 266.15180918 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.25
• H-Bond Acceptor: 4
• 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	+	0.9912	99.12%
Caco-2	+	0.7537	75.37%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7890	78.90%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	+	0.7962	79.62%
OATP1B3 inhibitior	-	0.2285	22.85%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5071	50.71%
BSEP inhibitior	-	0.9090	90.90%
P-glycoprotein inhibitior	-	0.9434	94.34%
P-glycoprotein substrate	-	0.9003	90.03%
CYP3A4 substrate	+	0.5477	54.77%
CYP2C9 substrate	-	0.8074	80.74%
CYP2D6 substrate	-	0.8550	85.50%
CYP3A4 inhibition	-	0.8846	88.46%
CYP2C9 inhibition	-	0.7987	79.87%
CYP2C19 inhibition	-	0.8613	86.13%
CYP2D6 inhibition	-	0.9105	91.05%
CYP1A2 inhibition	-	0.7702	77.02%
CYP2C8 inhibition	-	0.8173	81.73%
CYP inhibitory promiscuity	-	0.8637	86.37%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6029	60.29%
Eye corrosion	-	0.9923	99.23%
Eye irritation	-	0.9837	98.37%
Skin irritation	+	0.5365	53.65%
Skin corrosion	-	0.9346	93.46%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6866	68.66%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	+	0.5150	51.50%
skin sensitisation	+	0.5688	56.88%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5121	51.21%
Acute Oral Toxicity (c)	III	0.5437	54.37%
Estrogen receptor binding	+	0.7101	71.01%
Androgen receptor binding	-	0.5420	54.20%
Thyroid receptor binding	+	0.5445	54.45%
Glucocorticoid receptor binding	-	0.5822	58.22%
Aromatase binding	+	0.6259	62.59%
PPAR gamma	-	0.6999	69.99%
Honey bee toxicity	-	0.9113	91.13%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9944	99.44%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.35%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	91.59%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.37%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.34%	91.11%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.49%	100.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.47%	94.45%
CHEMBL2581	P07339	Cathepsin D	81.61%	98.95%

Plants that contains it

• Drimys winteri
• Pleodendron costaricense
• Warburgia salutaris
• Warburgia stuhlmannii

Cross-Links

• PubChem: 14313008
• LOTUS: LTS0141009
• wikiData: Q104914622