methyl (4S)-3,4-diformyl-4-hydroxy-4a,8,8-trimethyl-5,6,7,8a-tetrahydro-1H-naphthalene-1-carboxylate

Details

• Internal ID: 16890395-02bd-464e-bc95-a976c7d874c2
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Tertiary alcohols
• IUPAC Name: methyl (4S)-3,4-diformyl-4-hydroxy-4a,8,8-trimethyl-5,6,7,8a-tetrahydro-1H-naphthalene-1-carboxylate
• SMILES (Canonical): CC1(CCCC2(C1C(C=C(C2(C=O)O)C=O)C(=O)OC)C)C
• SMILES (Isomeric): CC1(CCCC2(C1C(C=C([C@@]2(C=O)O)C=O)C(=O)OC)C)C
• InChI: InChI=1S/C17H24O5/c1-15(2)6-5-7-16(3)13(15)12(14(20)22-4)8-11(9-18)17(16,21)10-19/h8-10,12-13,21H,5-7H2,1-4H3/t12?,13?,16?,17-/m1/s1
• InChI Key: QZFDOZWCSDCZGC-YAAHMLIESA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₄O₅
• Molecular Weight: 308.40 g/mol
• Exact Mass: 308.16237386 g/mol
• Topological Polar Surface Area (TPSA): 80.70 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 1.68
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

• methyl (4S)-3,4-diformyl-4-hydroxy-4a,8,8-trimethyl-5,6,7,8a-tetrahydro-1H-naphthalene-1-carboxylate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9883	98.83%
Caco-2	+	0.6881	68.81%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8231	82.31%
OATP2B1 inhibitior	-	0.8569	85.69%
OATP1B1 inhibitior	+	0.8223	82.23%
OATP1B3 inhibitior	-	0.2961	29.61%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.6071	60.71%
BSEP inhibitior	-	0.7310	73.10%
P-glycoprotein inhibitior	-	0.8840	88.40%
P-glycoprotein substrate	-	0.8118	81.18%
CYP3A4 substrate	+	0.6318	63.18%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.9111	91.11%
CYP3A4 inhibition	-	0.8768	87.68%
CYP2C9 inhibition	-	0.7021	70.21%
CYP2C19 inhibition	-	0.7434	74.34%
CYP2D6 inhibition	-	0.9314	93.14%
CYP1A2 inhibition	-	0.6060	60.60%
CYP2C8 inhibition	-	0.6555	65.55%
CYP inhibitory promiscuity	-	0.9242	92.42%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9463	94.63%
Carcinogenicity (trinary)	Non-required	0.6178	61.78%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9675	96.75%
Skin irritation	-	0.5519	55.19%
Skin corrosion	-	0.9520	95.20%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6768	67.68%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.6082	60.82%
skin sensitisation	-	0.6107	61.07%
Respiratory toxicity	-	0.5889	58.89%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.5681	56.81%
Acute Oral Toxicity (c)	III	0.5911	59.11%
Estrogen receptor binding	+	0.6979	69.79%
Androgen receptor binding	+	0.5413	54.13%
Thyroid receptor binding	-	0.5382	53.82%
Glucocorticoid receptor binding	+	0.5448	54.48%
Aromatase binding	+	0.6811	68.11%
PPAR gamma	-	0.6590	65.90%
Honey bee toxicity	-	0.8517	85.17%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9939	99.39%

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	95.82%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.32%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.60%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.68%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.30%	94.45%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.05%	82.69%
CHEMBL5028	O14672	ADAM10	81.54%	97.50%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.05%	93.03%
CHEMBL340	P08684	Cytochrome P450 3A4	80.89%	91.19%
CHEMBL4227	P25090	Lipoxin A4 receptor	80.87%	100.00%

Plants that contains it

• Cinnamodendron corticosum
• Warburgia ugandensis

Cross-Links

• PubChem: 15953944
• LOTUS: LTS0056557
• wikiData: Q105232016