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

Details

• Internal ID: 20696c99-22b6-4892-bdd0-edf3b1ac1b6f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2R,4aR,6aS,6aR,6bR,8aS,10R,12aR,14bR)-2-formyl-10-hydroxy-2,4a,6b,9,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-6a-carboxylic acid
• SMILES (Canonical): CC1(C2CCC3(C(C2(CCC1O)C)CC=C4C3(CCC5(C4CC(CC5)(C)C=O)C)C(=O)O)C)C
• SMILES (Isomeric): C[C@]12CC[C@@](C[C@H]1C3=CC[C@H]4[C@]5(CC[C@H](C([C@H]5CC[C@]4([C@@]3(CC2)C(=O)O)C)(C)C)O)C)(C)C=O
• InChI: InChI=1S/C30H46O4/c1-25(2)21-9-12-29(6)22(28(21,5)11-10-23(25)32)8-7-19-20-17-26(3,18-31)13-14-27(20,4)15-16-30(19,29)24(33)34/h7,18,20-23,32H,8-17H2,1-6H3,(H,33,34)/t20-,21+,22-,23+,26+,27+,28-,29+,30+/m0/s1
• InChI Key: LNGFEBDEYRAODZ-NGOSGAJBSA-N
• Popularity: 0 references 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: 6.00
• Atomic LogP (AlogP): 6.41
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

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	-	0.5790	57.90%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8912	89.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8546	85.46%
OATP1B3 inhibitior	-	0.5698	56.98%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.5321	53.21%
BSEP inhibitior	+	0.9545	95.45%
P-glycoprotein inhibitior	-	0.6867	68.67%
P-glycoprotein substrate	-	0.8154	81.54%
CYP3A4 substrate	+	0.6704	67.04%
CYP2C9 substrate	-	0.6653	66.53%
CYP2D6 substrate	-	0.8509	85.09%
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	-	0.6021	60.21%
CYP inhibitory promiscuity	-	0.9544	95.44%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6941	69.41%
Eye corrosion	-	0.9945	99.45%
Eye irritation	-	0.9492	94.92%
Skin irritation	+	0.6462	64.62%
Skin corrosion	-	0.9582	95.82%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6507	65.07%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.7375	73.75%
skin sensitisation	+	0.5247	52.47%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.4500	45.00%
Acute Oral Toxicity (c)	III	0.8402	84.02%
Estrogen receptor binding	+	0.7522	75.22%
Androgen receptor binding	+	0.6827	68.27%
Thyroid receptor binding	+	0.5815	58.15%
Glucocorticoid receptor binding	+	0.8467	84.67%
Aromatase binding	+	0.6756	67.56%
PPAR gamma	+	0.5742	57.42%
Honey bee toxicity	-	0.8818	88.18%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.6300	63.00%
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
CHEMBL221	P23219	Cyclooxygenase-1	97.66%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.47%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.34%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.86%	94.45%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.65%	91.11%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	87.35%	93.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.87%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.05%	97.09%
CHEMBL5028	O14672	ADAM10	80.96%	97.50%

Plants that contains it

• Cordia alliodora

Cross-Links

• PubChem: 163007181
• LOTUS: LTS0039813
• wikiData: Q105154326