(3S,4aR,6aR,6bS,8R,8aS,14aR,14bS)-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,14a-dodecahydropicene-3,8-diol

Details

• Internal ID: bdcd36bd-0328-4695-90b9-44cae9f0dab7
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (3S,4aR,6aR,6bS,8R,8aS,14aR,14bS)-8a-(hydroxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,14a-dodecahydropicene-3,8-diol
• InChI: InChI=1S/C30H48O3/c1-25(2)14-15-30(18-31)20(16-25)19-8-9-22-27(5)12-11-23(32)26(3,4)21(27)10-13-28(22,6)29(19,7)17-24(30)33/h8-9,21-24,31-33H,10-18H2,1-7H3/t21-,22+,23-,24+,27-,28+,29+,30+/m0/s1
• InChI Key: YBOARTSXXLBKCV-YCUFKPQPSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₃
• Molecular Weight: 456.70 g/mol
• Exact Mass: 456.36034539 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 6.40
• Atomic LogP (AlogP): 6.03
• 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	+	0.9920	99.20%
Caco-2	+	0.5860	58.60%
Blood Brain Barrier	+	0.7135	71.35%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6202	62.02%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8651	86.51%
OATP1B3 inhibitior	+	0.9038	90.38%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6309	63.09%
BSEP inhibitior	+	0.8367	83.67%
P-glycoprotein inhibitior	-	0.7775	77.75%
P-glycoprotein substrate	-	0.7337	73.37%
CYP3A4 substrate	+	0.6880	68.80%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7790	77.90%
CYP3A4 inhibition	-	0.8329	83.29%
CYP2C9 inhibition	-	0.8249	82.49%
CYP2C19 inhibition	-	0.8387	83.87%
CYP2D6 inhibition	-	0.9238	92.38%
CYP1A2 inhibition	-	0.8748	87.48%
CYP2C8 inhibition	-	0.6109	61.09%
CYP inhibitory promiscuity	-	0.7424	74.24%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.6585	65.85%
Eye corrosion	-	0.9901	99.01%
Eye irritation	-	0.9282	92.82%
Skin irritation	-	0.6309	63.09%
Skin corrosion	-	0.9606	96.06%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3842	38.42%
Micronuclear	-	0.9200	92.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.7617	76.17%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.7479	74.79%
Acute Oral Toxicity (c)	III	0.7194	71.94%
Estrogen receptor binding	+	0.8151	81.51%
Androgen receptor binding	+	0.6622	66.22%
Thyroid receptor binding	+	0.7229	72.29%
Glucocorticoid receptor binding	+	0.8039	80.39%
Aromatase binding	+	0.6679	66.79%
PPAR gamma	+	0.5827	58.27%
Honey bee toxicity	-	0.8365	83.65%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9686	96.86%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.27%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.45%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	94.26%	90.17%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.42%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.10%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	90.79%	95.93%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.91%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.99%	82.69%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.61%	94.45%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.56%	95.89%
CHEMBL2581	P07339	Cathepsin D	85.89%	98.95%
CHEMBL1871	P10275	Androgen Receptor	82.79%	96.43%
CHEMBL1937	Q92769	Histone deacetylase 2	81.17%	94.75%

Plants that contains it

• Bupleurum rotundifolium

Cross-Links

• PubChem: 21594145
• LOTUS: LTS0086840
• wikiData: Q105345942