(1S,2R,5R,8R,9S,10S,11R,14R,17S)-14,17-dihydroxy-11-methyl-6-methylidene-12-oxo-13-oxapentacyclo[9.3.3.15,8.01,10.02,8]octadecane-9-carboxylic acid

Details

• Internal ID: 99ddfbc1-e0f9-4425-959f-7ed725648779
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids > C19-gibberellins > C19-gibberellin 6-carboxylic acids
• IUPAC Name: (1S,2R,5R,8R,9S,10S,11R,14R,17S)-14,17-dihydroxy-11-methyl-6-methylidene-12-oxo-13-oxapentacyclo[9.3.3.15,8.01,10.02,8]octadecane-9-carboxylic acid
• InChI: InChI=1S/C20H26O6/c1-9-7-19-8-10(9)3-4-11(19)20-6-5-12(21)18(2,16(24)26-17(20)25)14(20)13(19)15(22)23/h10-14,17,21,25H,1,3-8H2,2H3,(H,22,23)/t10-,11-,12+,13-,14-,17-,18+,19+,20+/m1/s1
• InChI Key: RKYUIUZNLZITJW-BHVNDFBSSA-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): 104.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 1.70
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9648	96.48%
Caco-2	-	0.5397	53.97%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7384	73.84%
OATP2B1 inhibitior	-	0.8607	86.07%
OATP1B1 inhibitior	+	0.8996	89.96%
OATP1B3 inhibitior	+	0.9278	92.78%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7233	72.33%
BSEP inhibitior	-	0.9392	93.92%
P-glycoprotein inhibitior	-	0.8740	87.40%
P-glycoprotein substrate	-	0.7137	71.37%
CYP3A4 substrate	+	0.6534	65.34%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8543	85.43%
CYP3A4 inhibition	-	0.8363	83.63%
CYP2C9 inhibition	-	0.9166	91.66%
CYP2C19 inhibition	-	0.8920	89.20%
CYP2D6 inhibition	-	0.9469	94.69%
CYP1A2 inhibition	-	0.7763	77.63%
CYP2C8 inhibition	-	0.7363	73.63%
CYP inhibitory promiscuity	-	0.9753	97.53%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5825	58.25%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9081	90.81%
Skin irritation	+	0.5165	51.65%
Skin corrosion	-	0.8930	89.30%
Ames mutagenesis	-	0.6228	62.28%
Human Ether-a-go-go-Related Gene inhibition	-	0.6055	60.55%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	+	0.5566	55.66%
skin sensitisation	-	0.7762	77.62%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	+	0.6825	68.25%
Acute Oral Toxicity (c)	IV	0.3882	38.82%
Estrogen receptor binding	+	0.8547	85.47%
Androgen receptor binding	+	0.6236	62.36%
Thyroid receptor binding	+	0.5611	56.11%
Glucocorticoid receptor binding	+	0.6954	69.54%
Aromatase binding	+	0.6612	66.12%
PPAR gamma	-	0.4913	49.13%
Honey bee toxicity	-	0.9028	90.28%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.5600	56.00%
Fish aquatic toxicity	+	0.9825	98.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	96.36%	96.38%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.70%	96.77%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.30%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.41%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.07%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.94%	94.45%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.93%	93.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	82.63%	96.09%
CHEMBL340	P08684	Cytochrome P450 3A4	80.38%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	80.24%	90.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163083164
• LOTUS: LTS0144215
• wikiData: Q105239654