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

Details

• Internal ID: b78e3365-e7dc-412e-bc20-925a5daa3f2f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (4R,4aR,6aS,6aR,6bS,8aS,10R,12aS,14bR)-4,10-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
• InChI: InChI=1S/C30H48O4/c1-25(2)16-19-18-8-9-21-27(5)12-11-22(31)26(3,4)20(27)10-13-29(21,7)28(18,6)14-15-30(19,24(33)34)23(32)17-25/h8,19-23,31-32H,9-17H2,1-7H3,(H,33,34)/t19-,20-,21+,22-,23-,27-,28+,29+,30-/m1/s1
• InChI Key: HCISIQALOMLBND-IBLYRPOOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₄
• Molecular Weight: 472.70 g/mol
• Exact Mass: 472.35526001 g/mol
• Topological Polar Surface Area (TPSA): 77.80 Ų
• XlogP: 6.90
• Atomic LogP (AlogP): 6.20
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9902	99.02%
Caco-2	+	0.5119	51.19%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8089	80.89%
OATP2B1 inhibitior	-	0.7196	71.96%
OATP1B1 inhibitior	+	0.9355	93.55%
OATP1B3 inhibitior	-	0.5700	57.00%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6071	60.71%
BSEP inhibitior	+	0.8862	88.62%
P-glycoprotein inhibitior	-	0.8771	87.71%
P-glycoprotein substrate	-	0.8665	86.65%
CYP3A4 substrate	+	0.6322	63.22%
CYP2C9 substrate	-	0.8404	84.04%
CYP2D6 substrate	-	0.8509	85.09%
CYP3A4 inhibition	-	0.8467	84.67%
CYP2C9 inhibition	-	0.8530	85.30%
CYP2C19 inhibition	-	0.9058	90.58%
CYP2D6 inhibition	-	0.9544	95.44%
CYP1A2 inhibition	-	0.8713	87.13%
CYP2C8 inhibition	-	0.6798	67.98%
CYP inhibitory promiscuity	-	0.9263	92.63%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.6445	64.45%
Eye corrosion	-	0.9933	99.33%
Eye irritation	-	0.8884	88.84%
Skin irritation	+	0.6229	62.29%
Skin corrosion	-	0.9486	94.86%
Ames mutagenesis	-	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4887	48.87%
Micronuclear	-	0.8500	85.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	-	0.6081	60.81%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8000	80.00%
Nephrotoxicity	-	0.6815	68.15%
Acute Oral Toxicity (c)	I	0.7720	77.20%
Estrogen receptor binding	+	0.8121	81.21%
Androgen receptor binding	+	0.6980	69.80%
Thyroid receptor binding	+	0.6520	65.20%
Glucocorticoid receptor binding	+	0.8010	80.10%
Aromatase binding	+	0.6642	66.42%
PPAR gamma	+	0.6695	66.95%
Honey bee toxicity	-	0.8986	89.86%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6500	65.00%
Fish aquatic toxicity	+	0.9948	99.48%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.54%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	91.46%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.63%	91.11%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	89.22%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.00%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.52%	100.00%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	84.46%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.05%	97.09%
CHEMBL2581	P07339	Cathepsin D	83.73%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.52%	94.45%
CHEMBL340	P08684	Cytochrome P450 3A4	81.93%	91.19%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.34%	95.89%

Plants that contains it

• Atractylis carduus

Cross-Links

• PubChem: 162835329
• LOTUS: LTS0065142
• wikiData: Q105025703