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

Details

• Internal ID: 92992f64-0e6c-4c57-952b-82f6d8293448
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1S,2R,4aR,6aR,6aR,6bR,8R,8aR,9R,10S,12aR,14bR)-9,10-dihydroxy-1,2,4a,6b,8,9,12a-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/c1-17-10-12-26(4)14-15-30(25(32)33)20(23(26)19(17)3)8-9-21-27(5)13-11-22(31)29(7,34)24(27)18(2)16-28(21,30)6/h8,17-19,21-24,31,34H,9-16H2,1-7H3,(H,32,33)/t17-,18-,19+,21-,22+,23+,24-,26-,27-,28-,29+,30-/m1/s1
• InChI Key: RADUXVBZZCDDNV-ZJBKUPAQSA-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	+	0.9869	98.69%
Caco-2	+	0.5275	52.75%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8385	83.85%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.9108	91.08%
OATP1B3 inhibitior	+	0.8582	85.82%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6071	60.71%
BSEP inhibitior	+	0.7364	73.64%
P-glycoprotein inhibitior	-	0.7458	74.58%
P-glycoprotein substrate	-	0.6555	65.55%
CYP3A4 substrate	+	0.6674	66.74%
CYP2C9 substrate	-	0.8101	81.01%
CYP2D6 substrate	-	0.8674	86.74%
CYP3A4 inhibition	-	0.8634	86.34%
CYP2C9 inhibition	-	0.9177	91.77%
CYP2C19 inhibition	-	0.8896	88.96%
CYP2D6 inhibition	-	0.9462	94.62%
CYP1A2 inhibition	-	0.8713	87.13%
CYP2C8 inhibition	+	0.4684	46.84%
CYP inhibitory promiscuity	-	0.9748	97.48%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6470	64.70%
Eye corrosion	-	0.9940	99.40%
Eye irritation	-	0.9578	95.78%
Skin irritation	+	0.6780	67.80%
Skin corrosion	-	0.9457	94.57%
Ames mutagenesis	-	0.6993	69.93%
Human Ether-a-go-go-Related Gene inhibition	-	0.5087	50.87%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.6781	67.81%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.8375	83.75%
Nephrotoxicity	-	0.6788	67.88%
Acute Oral Toxicity (c)	III	0.5203	52.03%
Estrogen receptor binding	+	0.6956	69.56%
Androgen receptor binding	+	0.7473	74.73%
Thyroid receptor binding	+	0.5788	57.88%
Glucocorticoid receptor binding	+	0.8212	82.12%
Aromatase binding	+	0.6947	69.47%
PPAR gamma	-	0.4924	49.24%
Honey bee toxicity	-	0.8657	86.57%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5500	55.00%
Fish aquatic toxicity	+	0.9938	99.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL221	P23219	Cyclooxygenase-1	98.48%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.89%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.47%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.92%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.81%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.18%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.90%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.12%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.24%	86.33%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.08%	93.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.32%	99.23%

Plants that contains it

• Astilbe rubra

Cross-Links

• PubChem: 163193074
• LOTUS: LTS0115759
• wikiData: Q105232547