(1R,2S,3S)-3-[(1R,2S,5R)-1-formyl-6-methylidene-4-oxo-2-bicyclo[3.2.1]octanyl]-1,3-dimethylcyclohexane-1,2-dicarboxylic acid

Details

• Internal ID: 28d35394-d0b4-45e4-b11f-7a8e0c0317e5
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > Kaurane diterpenoids
• IUPAC Name: (1R,2S,3S)-3-[(1R,2S,5R)-1-formyl-6-methylidene-4-oxo-2-bicyclo[3.2.1]octanyl]-1,3-dimethylcyclohexane-1,2-dicarboxylic acid
• InChI: InChI=1S/C20H26O6/c1-11-8-20(10-21)9-12(11)13(22)7-14(20)18(2)5-4-6-19(3,17(25)26)15(18)16(23)24/h10,12,14-15H,1,4-9H2,2-3H3,(H,23,24)(H,25,26)/t12-,14+,15+,18+,19-,20-/m1/s1
• InChI Key: LUMBHDRAYRAUHM-JBNFOXMESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₆
• Molecular Weight: 362.40 g/mol
• Exact Mass: 362.17293854 g/mol
• Topological Polar Surface Area (TPSA): 109.00 Ų
• XlogP: 1.40
• Atomic LogP (AlogP): 2.71
• H-Bond Acceptor: 4
• 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	+	0.9800	98.00%
Caco-2	-	0.5604	56.04%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8748	87.48%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8010	80.10%
OATP1B3 inhibitior	-	0.2431	24.31%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7569	75.69%
BSEP inhibitior	-	0.7787	77.87%
P-glycoprotein inhibitior	-	0.8557	85.57%
P-glycoprotein substrate	-	0.7885	78.85%
CYP3A4 substrate	+	0.6002	60.02%
CYP2C9 substrate	-	0.5743	57.43%
CYP2D6 substrate	-	0.8776	87.76%
CYP3A4 inhibition	-	0.9261	92.61%
CYP2C9 inhibition	-	0.9092	90.92%
CYP2C19 inhibition	-	0.9314	93.14%
CYP2D6 inhibition	-	0.9369	93.69%
CYP1A2 inhibition	-	0.8624	86.24%
CYP2C8 inhibition	-	0.7472	74.72%
CYP inhibitory promiscuity	-	0.9587	95.87%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9523	95.23%
Carcinogenicity (trinary)	Non-required	0.6141	61.41%
Eye corrosion	-	0.9929	99.29%
Eye irritation	-	0.9213	92.13%
Skin irritation	+	0.5152	51.52%
Skin corrosion	-	0.9441	94.41%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4315	43.15%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.7015	70.15%
Respiratory toxicity	-	0.5667	56.67%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.7700	77.00%
Acute Oral Toxicity (c)	III	0.5018	50.18%
Estrogen receptor binding	-	0.4945	49.45%
Androgen receptor binding	+	0.6942	69.42%
Thyroid receptor binding	+	0.5731	57.31%
Glucocorticoid receptor binding	+	0.7300	73.00%
Aromatase binding	+	0.5780	57.80%
PPAR gamma	-	0.5093	50.93%
Honey bee toxicity	-	0.8757	87.57%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
Fish aquatic toxicity	+	1.0000	100.00%

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	94.89%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.56%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.48%	94.45%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	85.91%	93.00%
CHEMBL1902	P62942	FK506-binding protein 1A	85.74%	97.05%
CHEMBL340	P08684	Cytochrome P450 3A4	85.20%	91.19%
CHEMBL2581	P07339	Cathepsin D	85.13%	98.95%
CHEMBL221	P23219	Cyclooxygenase-1	84.65%	90.17%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.42%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.22%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163040058
• LOTUS: LTS0218038
• wikiData: Q105157540