(1R,2S,3S,4R,8S,9S,12R)-4,8-dimethyl-13-methylidene-11-oxotetracyclo[10.2.1.01,9.03,8]pentadecane-2,4-dicarboxylic acid

Details

• Internal ID: 681e9eb9-35b9-4dbe-ac9a-6bfe9feae1c7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > C20-gibberellins > C20-gibberellin 6-carboxylic acids
• IUPAC Name: (1R,2S,3S,4R,8S,9S,12R)-4,8-dimethyl-13-methylidene-11-oxotetracyclo[10.2.1.01,9.03,8]pentadecane-2,4-dicarboxylic acid
• InChI: InChI=1S/C20H26O5/c1-10-8-20-9-11(10)12(21)7-13(20)18(2)5-4-6-19(3,17(24)25)15(18)14(20)16(22)23/h11,13-15H,1,4-9H2,2-3H3,(H,22,23)(H,24,25)/t11-,13+,14-,15+,18+,19-,20+/m1/s1
• InChI Key: FIIJLEWMNRMYMJ-ZXHSYWJSSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₅
• Molecular Weight: 346.40 g/mol
• Exact Mass: 346.17802393 g/mol
• Topological Polar Surface Area (TPSA): 91.70 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 3.14
• H-Bond Acceptor: 3
• 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	+	0.9861	98.61%
Caco-2	+	0.5580	55.80%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8148	81.48%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.8239	82.39%
OATP1B3 inhibitior	-	0.2485	24.85%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.5498	54.98%
BSEP inhibitior	-	0.9269	92.69%
P-glycoprotein inhibitior	-	0.8562	85.62%
P-glycoprotein substrate	-	0.8106	81.06%
CYP3A4 substrate	+	0.5999	59.99%
CYP2C9 substrate	-	0.6079	60.79%
CYP2D6 substrate	-	0.8579	85.79%
CYP3A4 inhibition	-	0.8684	86.84%
CYP2C9 inhibition	-	0.8999	89.99%
CYP2C19 inhibition	-	0.9431	94.31%
CYP2D6 inhibition	-	0.9354	93.54%
CYP1A2 inhibition	-	0.7835	78.35%
CYP2C8 inhibition	-	0.7509	75.09%
CYP inhibitory promiscuity	-	0.9571	95.71%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6157	61.57%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.8034	80.34%
Skin irritation	+	0.5105	51.05%
Skin corrosion	-	0.9445	94.45%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6006	60.06%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.6217	62.17%
skin sensitisation	-	0.6373	63.73%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	+	0.8966	89.66%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.6915	69.15%
Acute Oral Toxicity (c)	III	0.5825	58.25%
Estrogen receptor binding	+	0.7584	75.84%
Androgen receptor binding	+	0.6768	67.68%
Thyroid receptor binding	+	0.5500	55.00%
Glucocorticoid receptor binding	+	0.6505	65.05%
Aromatase binding	+	0.5835	58.35%
PPAR gamma	-	0.5117	51.17%
Honey bee toxicity	-	0.8806	88.06%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
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
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.12%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	91.45%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.83%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.77%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.82%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	82.88%	91.19%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.87%	95.50%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.27%	99.23%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162998279
• LOTUS: LTS0247647
• wikiData: Q104995725