Aquilarabietic acid H

Details

• Internal ID: c37819c9-eb11-410f-9226-1b21c080a929
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: (1R,4aS,9R,10aR)-9-hydroxy-1,4a-dimethyl-7-prop-1-en-2-yl-2,3,4,9,10,10a-hexahydrophenanthrene-1-carboxylic acid
• SMILES (Canonical): CC(=C)C1=CC2=C(C=C1)C3(CCCC(C3CC2O)(C)C(=O)O)C
• SMILES (Isomeric): CC(=C)C1=CC2=C(C=C1)[C@]3(CCC[C@@]([C@@H]3C[C@H]2O)(C)C(=O)O)C
• InChI: InChI=1S/C20H26O3/c1-12(2)13-6-7-15-14(10-13)16(21)11-17-19(15,3)8-5-9-20(17,4)18(22)23/h6-7,10,16-17,21H,1,5,8-9,11H2,2-4H3,(H,22,23)/t16-,17-,19-,20-/m1/s1
• InChI Key: AXKQOCLPWRXCRI-HNBVOPMISA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₆O₃
• Molecular Weight: 314.40 g/mol
• Exact Mass: 314.18819469 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 4.60
• Atomic LogP (AlogP): 4.31
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

• CHEMBL2333396

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9972	99.72%
Caco-2	+	0.6946	69.46%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8004	80.04%
OATP2B1 inhibitior	-	0.8628	86.28%
OATP1B1 inhibitior	+	0.8600	86.00%
OATP1B3 inhibitior	+	0.8577	85.77%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	-	0.4895	48.95%
P-glycoprotein inhibitior	-	0.8750	87.50%
P-glycoprotein substrate	-	0.6945	69.45%
CYP3A4 substrate	+	0.6052	60.52%
CYP2C9 substrate	-	0.8295	82.95%
CYP2D6 substrate	-	0.8466	84.66%
CYP3A4 inhibition	-	0.6767	67.67%
CYP2C9 inhibition	-	0.7625	76.25%
CYP2C19 inhibition	-	0.6563	65.63%
CYP2D6 inhibition	-	0.8926	89.26%
CYP1A2 inhibition	-	0.6458	64.58%
CYP2C8 inhibition	+	0.6227	62.27%
CYP inhibitory promiscuity	-	0.8913	89.13%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.8611	86.11%
Carcinogenicity (trinary)	Non-required	0.5818	58.18%
Eye corrosion	-	0.9941	99.41%
Eye irritation	-	0.9070	90.70%
Skin irritation	-	0.5251	52.51%
Skin corrosion	-	0.9594	95.94%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5916	59.16%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.5448	54.48%
skin sensitisation	-	0.6007	60.07%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.5995	59.95%
Acute Oral Toxicity (c)	III	0.7437	74.37%
Estrogen receptor binding	+	0.6068	60.68%
Androgen receptor binding	+	0.5646	56.46%
Thyroid receptor binding	+	0.7040	70.40%
Glucocorticoid receptor binding	+	0.5997	59.97%
Aromatase binding	+	0.6661	66.61%
PPAR gamma	+	0.7677	76.77%
Honey bee toxicity	-	0.8770	87.70%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
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	95.56%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.44%	86.33%
CHEMBL340	P08684	Cytochrome P450 3A4	90.13%	91.19%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.16%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.71%	100.00%
CHEMBL4208	P20618	Proteasome component C5	84.86%	90.00%
CHEMBL2581	P07339	Cathepsin D	83.72%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.39%	95.56%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.95%	90.71%
CHEMBL4040	P28482	MAP kinase ERK2	80.37%	83.82%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.12%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	80.09%	91.49%

Plants that contains it

• Amentotaxus argotaenia
• Arachniodes carvifolia
• Castanea mollissima
• Cressa cretica
• Cylindrolobus linearifolius
• Parkia biglobosa
• Pericopsis angolensis
• Pinus banksiana
• Scutia buxifolia

Cross-Links

• PubChem: 71578077
• NPASS: NPC183339