(1S,2R,4aR,6aR,6aR,6bR,8R,8aR,10S,12aR,14bR)-8,10-dihydroxy-1,2,4a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-6a-carboxylic acid

Details

• Internal ID: fcee9755-efef-4dc7-b566-2635690859de
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1S,2R,4aR,6aR,6aR,6bR,8R,8aR,10S,12aR,14bR)-8,10-dihydroxy-1,2,4a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-6a-carboxylic acid
• InChI: InChI=1S/C30H48O4/c1-17-10-12-27(5)14-15-30(25(33)34)19(23(27)18(17)2)8-9-21-28(6)13-11-22(32)26(3,4)24(28)20(31)16-29(21,30)7/h8,17-18,20-24,31-32H,9-16H2,1-7H3,(H,33,34)/t17-,18+,20-,21-,22+,23+,24+,27-,28-,29-,30-/m1/s1
• InChI Key: VHQIDEPOCDVTLV-XZVHELHNSA-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: 6.20
• Atomic LogP (AlogP): 6.06
• 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	+	0.9949	99.49%
Caco-2	+	0.5449	54.49%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.8681	86.81%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9197	91.97%
OATP1B3 inhibitior	-	0.2902	29.02%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5321	53.21%
BSEP inhibitior	+	0.7336	73.36%
P-glycoprotein inhibitior	-	0.7583	75.83%
P-glycoprotein substrate	-	0.6962	69.62%
CYP3A4 substrate	+	0.6764	67.64%
CYP2C9 substrate	-	0.8404	84.04%
CYP2D6 substrate	-	0.8509	85.09%
CYP3A4 inhibition	-	0.8601	86.01%
CYP2C9 inhibition	-	0.9259	92.59%
CYP2C19 inhibition	-	0.9444	94.44%
CYP2D6 inhibition	-	0.9518	95.18%
CYP1A2 inhibition	-	0.9034	90.34%
CYP2C8 inhibition	-	0.5932	59.32%
CYP inhibitory promiscuity	-	0.9328	93.28%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6729	67.29%
Eye corrosion	-	0.9948	99.48%
Eye irritation	-	0.9519	95.19%
Skin irritation	+	0.6556	65.56%
Skin corrosion	-	0.9634	96.34%
Ames mutagenesis	-	0.7723	77.23%
Human Ether-a-go-go-Related Gene inhibition	-	0.5340	53.40%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	+	0.5237	52.37%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.7061	70.61%
Acute Oral Toxicity (c)	III	0.8579	85.79%
Estrogen receptor binding	+	0.7383	73.83%
Androgen receptor binding	+	0.7348	73.48%
Thyroid receptor binding	+	0.5973	59.73%
Glucocorticoid receptor binding	+	0.8447	84.47%
Aromatase binding	+	0.7192	71.92%
PPAR gamma	-	0.5083	50.83%
Honey bee toxicity	-	0.8608	86.08%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.9964	99.64%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	97.80%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.84%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.88%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.87%	95.56%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.91%	82.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.23%	94.45%
CHEMBL2581	P07339	Cathepsin D	83.87%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.53%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.92%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.65%	86.33%

Plants that contains it

• Astilbe rubra

Cross-Links

• PubChem: 24829401
• LOTUS: LTS0231606
• wikiData: Q105286557