Jacarandic acid

Details

• Internal ID: a871e64e-18c6-4c83-b972-5e65d79a0a5c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 1,10,11-trihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
• SMILES (Canonical): CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)C)O)O)C)C)C2C1(C)O)C)C(=O)O
• SMILES (Isomeric): CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)C)O)O)C)C)C2C1(C)O)C)C(=O)O
• InChI: InChI=1S/C30H48O5/c1-17-10-13-30(24(33)34)15-14-27(5)18(22(30)29(17,7)35)8-9-21-26(4)16-19(31)23(32)25(2,3)20(26)11-12-28(21,27)6/h8,17,19-23,31-32,35H,9-16H2,1-7H3,(H,33,34)
• InChI Key: OXVUXGFZHDKYLS-UHFFFAOYSA-N
• Popularity: 70 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₅
• Molecular Weight: 488.70 g/mol
• Exact Mass: 488.35017463 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 5.00
• Atomic LogP (AlogP): 5.18
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

• Jacarandic acid
• 119725-19-8
• SCHEMBL13629631
• LS-15298
• FT-0775402
• FT-0775714

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9894	98.94%
Caco-2	-	0.5489	54.89%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.8653	86.53%
OATP2B1 inhibitior	-	0.5733	57.33%
OATP1B1 inhibitior	+	0.8691	86.91%
OATP1B3 inhibitior	+	0.7905	79.05%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5821	58.21%
BSEP inhibitior	+	0.6948	69.48%
P-glycoprotein inhibitior	-	0.8261	82.61%
P-glycoprotein substrate	-	0.7438	74.38%
CYP3A4 substrate	+	0.6446	64.46%
CYP2C9 substrate	-	0.8101	81.01%
CYP2D6 substrate	-	0.8674	86.74%
CYP3A4 inhibition	-	0.8734	87.34%
CYP2C9 inhibition	-	0.8938	89.38%
CYP2C19 inhibition	-	0.8826	88.26%
CYP2D6 inhibition	-	0.9476	94.76%
CYP1A2 inhibition	-	0.8863	88.63%
CYP2C8 inhibition	-	0.5718	57.18%
CYP inhibitory promiscuity	-	0.9647	96.47%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6835	68.35%
Eye corrosion	-	0.9937	99.37%
Eye irritation	-	0.9376	93.76%
Skin irritation	+	0.6217	62.17%
Skin corrosion	-	0.9496	94.96%
Ames mutagenesis	-	0.8770	87.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6207	62.07%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.5849	58.49%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	+	0.4699	46.99%
Acute Oral Toxicity (c)	III	0.6470	64.70%
Estrogen receptor binding	+	0.6940	69.40%
Androgen receptor binding	+	0.7201	72.01%
Thyroid receptor binding	+	0.5768	57.68%
Glucocorticoid receptor binding	+	0.7473	74.73%
Aromatase binding	+	0.6673	66.73%
PPAR gamma	+	0.5677	56.77%
Honey bee toxicity	-	0.8697	86.97%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9956	99.56%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.43%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.29%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	92.25%	82.69%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.50%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	87.79%	90.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.78%	97.09%
CHEMBL2581	P07339	Cathepsin D	86.67%	98.95%
CHEMBL340	P08684	Cytochrome P450 3A4	86.06%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.32%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.71%	93.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.35%	93.03%

Plants that contains it

• Anchusa strigosa
• Callicarpa americana
• Cecropia pachystachya
• Centella asiatica
• Chaenomeles sinensis
• Chaenomeles speciosa
• Cornus kousa
• Cotoneaster simonsii
• Dasiphora fruticosa
• Drymonia macrophylla
• Dysoxylum densiflorum
• Elsholtzia bodinieri
• Eriobotrya japonica
• Incarvillea diffusa
• Isodon loxothyrsus
• Markhamia lutea
• Mosla scabra
• Olea europaea
• Paliurus hemsleyanus
• Perilla frutescens
• Photinia serratifolia
• Prunella vulgaris
• Prunus zippeliana
• Pyracantha coccinea
• Relhania calycina
• Rosa davurica
• Rosa laevigata
• Rosa multiflora
• Rosa rugosa
• Rubus cochinchinensis
• Rubus ellipticus var. obcordatus
• Rubus rosifolius
• Rubus sieboldii
• Rubus xanthocarpus
• Rumex japonicus
• Sanguisorba officinalis
• Staphylea japonica
• Triumfetta cordifolia
• Vitex altissima
• Vitex polygama

Cross-Links

• PubChem: 13653335
• NPASS: NPC205600
• LOTUS: LTS0013744
• wikiData: Q104193971