(3R,4R,4aS,6aS,6aR,6bR,8aR,12aR,14aS,14bS)-3-hydroxy-4,4a,6b,8a,11,11,14a-heptamethyl-1,2,3,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-hexadecahydropicene-6a-carboxylic acid

Details

• Internal ID: 117e29c3-7fef-4919-80e7-c27fe813d008
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (3R,4R,4aS,6aS,6aR,6bR,8aR,12aR,14aS,14bS)-3-hydroxy-4,4a,6b,8a,11,11,14a-heptamethyl-1,2,3,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-hexadecahydropicene-6a-carboxylic acid
• InChI: InChI=1S/C30H50O3/c1-19-20(31)8-9-21-27(19,5)11-10-22-28(21,6)15-17-30(24(32)33)23-18-25(2,3)12-13-26(23,4)14-16-29(22,30)7/h19-23,31H,8-18H2,1-7H3,(H,32,33)/t19-,20+,21+,22-,23+,26+,27+,28-,29+,30-/m0/s1
• InChI Key: XNDUZWOBKCRQAK-WDRZIKLGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₅₀O₃
• Molecular Weight: 458.70 g/mol
• Exact Mass: 458.37599545 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 8.60
• Atomic LogP (AlogP): 7.31
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9948	99.48%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8610	86.10%
OATP2B1 inhibitior	-	0.7209	72.09%
OATP1B1 inhibitior	+	0.9193	91.93%
OATP1B3 inhibitior	+	0.9739	97.39%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.6738	67.38%
P-glycoprotein inhibitior	-	0.7764	77.64%
P-glycoprotein substrate	-	0.7192	71.92%
CYP3A4 substrate	+	0.6469	64.69%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8413	84.13%
CYP3A4 inhibition	-	0.8826	88.26%
CYP2C9 inhibition	-	0.8863	88.63%
CYP2C19 inhibition	-	0.9514	95.14%
CYP2D6 inhibition	-	0.9754	97.54%
CYP1A2 inhibition	-	0.8675	86.75%
CYP2C8 inhibition	-	0.7349	73.49%
CYP inhibitory promiscuity	-	0.9760	97.60%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6921	69.21%
Eye corrosion	-	0.9907	99.07%
Eye irritation	-	0.9250	92.50%
Skin irritation	+	0.6421	64.21%
Skin corrosion	-	0.9429	94.29%
Ames mutagenesis	-	0.7054	70.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.5601	56.01%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.8125	81.25%
skin sensitisation	-	0.5536	55.36%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.7349	73.49%
Acute Oral Toxicity (c)	III	0.7864	78.64%
Estrogen receptor binding	+	0.8059	80.59%
Androgen receptor binding	+	0.6608	66.08%
Thyroid receptor binding	+	0.5862	58.62%
Glucocorticoid receptor binding	+	0.7755	77.55%
Aromatase binding	+	0.7287	72.87%
PPAR gamma	-	0.4891	48.91%
Honey bee toxicity	-	0.8601	86.01%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.7100	71.00%
Fish aquatic toxicity	+	0.9843	98.43%

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	95.91%	96.38%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.71%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	90.39%	90.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.12%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.92%	97.25%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.44%	93.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.08%	97.09%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	83.67%	95.52%
CHEMBL2581	P07339	Cathepsin D	83.46%	98.95%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	82.79%	96.77%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.43%	91.11%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	80.08%	82.69%

Plants that contains it

• Gynocardia odorata

Cross-Links

• PubChem: 163061242
• LOTUS: LTS0263938
• wikiData: Q105331584