(1R,2S,3S,4R,8S,9S,11R)-11-hydroxy-4,8-dimethyl-12-methylidenetetracyclo[9.2.2.01,9.03,8]pentadecane-2,4-dicarboxylic acid

Details

• Internal ID: 074efc13-77f0-4fb2-bc27-ab74e0b91fde
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Dicarboxylic acids and derivatives
• IUPAC Name: (1R,2S,3S,4R,8S,9S,11R)-11-hydroxy-4,8-dimethyl-12-methylidenetetracyclo[9.2.2.01,9.03,8]pentadecane-2,4-dicarboxylic acid
• SMILES (Canonical): CC12CCCC(C1C(C34C2CC(CC3)(C(=C)C4)O)C(=O)O)(C)C(=O)O
• SMILES (Isomeric): C[C@@]12CCC[C@@]([C@H]1[C@@H]([C@]34[C@H]2C[C@](CC3)(C(=C)C4)O)C(=O)O)(C)C(=O)O
• InChI: InChI=1S/C20H28O5/c1-11-9-19-7-8-20(11,25)10-12(19)17(2)5-4-6-18(3,16(23)24)14(17)13(19)15(21)22/h12-14,25H,1,4-10H2,2-3H3,(H,21,22)(H,23,24)/t12-,13+,14-,17-,18+,19+,20+/m0/s1
• InChI Key: HXWVTJWDIUTHPK-BGEPGUJHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₈O₅
• Molecular Weight: 348.40 g/mol
• Exact Mass: 348.19367399 g/mol
• Topological Polar Surface Area (TPSA): 94.80 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 3.08
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9894	98.94%
Caco-2	+	0.5959	59.59%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8380	83.80%
OATP2B1 inhibitior	-	0.8555	85.55%
OATP1B1 inhibitior	+	0.8930	89.30%
OATP1B3 inhibitior	-	0.3526	35.26%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.5419	54.19%
BSEP inhibitior	-	0.9321	93.21%
P-glycoprotein inhibitior	-	0.8854	88.54%
P-glycoprotein substrate	-	0.8303	83.03%
CYP3A4 substrate	+	0.5823	58.23%
CYP2C9 substrate	-	0.5999	59.99%
CYP2D6 substrate	-	0.8675	86.75%
CYP3A4 inhibition	-	0.8447	84.47%
CYP2C9 inhibition	-	0.9600	96.00%
CYP2C19 inhibition	-	0.9713	97.13%
CYP2D6 inhibition	-	0.9495	94.95%
CYP1A2 inhibition	-	0.9217	92.17%
CYP2C8 inhibition	-	0.8281	82.81%
CYP inhibitory promiscuity	-	0.9590	95.90%
UGT catelyzed	-	0.6638	66.38%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6095	60.95%
Eye corrosion	-	0.9951	99.51%
Eye irritation	-	0.7588	75.88%
Skin irritation	+	0.6785	67.85%
Skin corrosion	-	0.9375	93.75%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5825	58.25%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	-	0.6477	64.77%
Respiratory toxicity	-	0.5778	57.78%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9750	97.50%
Nephrotoxicity	+	0.5000	50.00%
Acute Oral Toxicity (c)	III	0.5557	55.57%
Estrogen receptor binding	+	0.7520	75.20%
Androgen receptor binding	+	0.5378	53.78%
Thyroid receptor binding	+	0.6172	61.72%
Glucocorticoid receptor binding	+	0.7267	72.67%
Aromatase binding	+	0.6062	60.62%
PPAR gamma	-	0.5735	57.35%
Honey bee toxicity	-	0.9131	91.31%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
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
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.62%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.16%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.22%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.21%	95.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	85.79%	100.00%
CHEMBL4187	Q99250	Sodium channel protein type II alpha subunit	81.25%	95.50%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.69%	96.38%

Plants that contains it

• Zea mays

Cross-Links

• PubChem: 162975450
• LOTUS: LTS0044756
• wikiData: Q105035181