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

Details

• Internal ID: 25cad47c-293b-44d5-bb2d-dd18b120b360
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (4aS,6aR,6aR,6bR,7R,8aR,12aR,14bS)-7-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-10-oxo-3,4,5,6,6a,7,8,8a,11,12,13,14b-dodecahydro-1H-picene-4a-carboxylic acid
• SMILES (Canonical): CC1(CCC2(CCC3(C(=CCC4C3(C(CC5C4(CCC(=O)C5(C)C)C)O)C)C2C1)C)C(=O)O)C
• SMILES (Isomeric): C[C@]12CCC(=O)C([C@@H]1C[C@H]([C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)O)C)C)O)(C)C
• InChI: InChI=1S/C30H46O4/c1-25(2)12-14-30(24(33)34)15-13-28(6)18(19(30)17-25)8-9-20-27(5)11-10-22(31)26(3,4)21(27)16-23(32)29(20,28)7/h8,19-21,23,32H,9-17H2,1-7H3,(H,33,34)/t19-,20+,21-,23+,27+,28+,29-,30-/m0/s1
• InChI Key: DUMFBEVDSSRNSM-RHEQYYQMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₆O₄
• Molecular Weight: 470.70 g/mol
• Exact Mass: 470.33960994 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 6.41
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9930	99.30%
Caco-2	-	0.5583	55.83%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8912	89.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8596	85.96%
OATP1B3 inhibitior	-	0.5698	56.98%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5321	53.21%
BSEP inhibitior	+	0.9196	91.96%
P-glycoprotein inhibitior	-	0.7058	70.58%
P-glycoprotein substrate	-	0.7300	73.00%
CYP3A4 substrate	+	0.6213	62.13%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8538	85.38%
CYP3A4 inhibition	-	0.8309	83.09%
CYP2C9 inhibition	-	0.9317	93.17%
CYP2C19 inhibition	-	0.9604	96.04%
CYP2D6 inhibition	-	0.9538	95.38%
CYP1A2 inhibition	-	0.9296	92.96%
CYP2C8 inhibition	-	0.6977	69.77%
CYP inhibitory promiscuity	-	0.9544	95.44%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6941	69.41%
Eye corrosion	-	0.9945	99.45%
Eye irritation	-	0.9057	90.57%
Skin irritation	+	0.6462	64.62%
Skin corrosion	-	0.9582	95.82%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4683	46.83%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.7000	70.00%
skin sensitisation	+	0.5247	52.47%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.6690	66.90%
Acute Oral Toxicity (c)	III	0.8402	84.02%
Estrogen receptor binding	+	0.8046	80.46%
Androgen receptor binding	+	0.6952	69.52%
Thyroid receptor binding	+	0.6623	66.23%
Glucocorticoid receptor binding	+	0.8626	86.26%
Aromatase binding	+	0.7175	71.75%
PPAR gamma	+	0.6910	69.10%
Honey bee toxicity	-	0.8626	86.26%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6100	61.00%
Fish aquatic toxicity	+	0.9975	99.75%

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	90.54%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.35%	97.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.19%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.87%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.58%	94.45%
CHEMBL221	P23219	Cyclooxygenase-1	86.28%	90.17%
CHEMBL4040	P28482	MAP kinase ERK2	84.14%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.73%	96.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.71%	100.00%

Plants that contains it

• Lantana camara

Cross-Links

• PubChem: 101420569
• LOTUS: LTS0032936
• wikiData: Q104989325