3,10-dihydroxy-9-(hydroxymethyl)-2,4a,6a,6b,9,12a-hexamethyl-5-methylidene-3,4,6,6a,7,8,8a,10,11,12,13,14b-dodecahydro-1H-picene-2-carboxylic acid

Details

• Internal ID: 2fb542a8-e2a2-4b3e-8ebf-ec2dc55888eb
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: 3,10-dihydroxy-9-(hydroxymethyl)-2,4a,6a,6b,9,12a-hexamethyl-5-methylidene-3,4,6,6a,7,8,8a,10,11,12,13,14b-dodecahydro-1H-picene-2-carboxylic acid
• InChI: InChI=1S/C31H48O5/c1-18-14-31(7)19(20-15-28(4,25(35)36)24(34)16-27(18,20)3)8-9-22-26(2)12-11-23(33)29(5,17-32)21(26)10-13-30(22,31)6/h8,20-24,32-34H,1,9-17H2,2-7H3,(H,35,36)
• InChI Key: YQHCFCAPVCHMAL-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₄₈O₅
• Molecular Weight: 500.70 g/mol
• Exact Mass: 500.35017463 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 5.34
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9795	97.95%
Caco-2	-	0.6718	67.18%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7606	76.06%
OATP2B1 inhibitior	-	0.5679	56.79%
OATP1B1 inhibitior	+	0.8977	89.77%
OATP1B3 inhibitior	-	0.4177	41.77%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5394	53.94%
BSEP inhibitior	+	0.7902	79.02%
P-glycoprotein inhibitior	-	0.6540	65.40%
P-glycoprotein substrate	-	0.7486	74.86%
CYP3A4 substrate	+	0.6760	67.60%
CYP2C9 substrate	-	0.6653	66.53%
CYP2D6 substrate	-	0.8586	85.86%
CYP3A4 inhibition	-	0.7664	76.64%
CYP2C9 inhibition	-	0.8775	87.75%
CYP2C19 inhibition	-	0.8985	89.85%
CYP2D6 inhibition	-	0.9423	94.23%
CYP1A2 inhibition	-	0.8793	87.93%
CYP2C8 inhibition	+	0.4784	47.84%
CYP inhibitory promiscuity	-	0.9173	91.73%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.7124	71.24%
Eye corrosion	-	0.9921	99.21%
Eye irritation	-	0.9257	92.57%
Skin irritation	+	0.5461	54.61%
Skin corrosion	-	0.9579	95.79%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6469	64.69%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.8500	85.00%
skin sensitisation	-	0.8709	87.09%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5202	52.02%
Acute Oral Toxicity (c)	III	0.7671	76.71%
Estrogen receptor binding	+	0.6462	64.62%
Androgen receptor binding	+	0.7126	71.26%
Thyroid receptor binding	+	0.6090	60.90%
Glucocorticoid receptor binding	+	0.8092	80.92%
Aromatase binding	+	0.6623	66.23%
PPAR gamma	+	0.5592	55.92%
Honey bee toxicity	-	0.8697	86.97%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.9925	99.25%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	93.65%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.75%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.64%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.57%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.77%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.49%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	84.41%	94.45%
CHEMBL5028	O14672	ADAM10	83.96%	97.50%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.51%	96.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.19%	95.89%

Plants that contains it

• Glycyrrhiza yunnanensis

Cross-Links

• PubChem: 5317772
• NPASS: NPC120753