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

Details

• Internal ID: 478454ce-5adc-4aa0-aed6-52e925ce5f11
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (2R,4aS,6aS,8aR,12aS,14aS,14bR)-2,4a,6a,9,9,12a,14a-heptamethyl-10-oxo-3,4,5,6,8,8a,11,12,14,14b-decahydro-1H-picene-2-carboxylic acid
• SMILES (Canonical): CC1(C2CC=C3C(=CCC4(C3(CCC5(C4CC(CC5)(C)C(=O)O)C)C)C)C2(CCC1=O)C)C
• SMILES (Isomeric): C[C@]12CC[C@@](C[C@H]1[C@@]3(CC=C4C(=CC[C@@H]5[C@@]4(CCC(=O)C5(C)C)C)[C@]3(CC2)C)C)(C)C(=O)O
• InChI: InChI=1S/C30H44O3/c1-25(2)21-9-8-20-19(28(21,5)12-11-23(25)31)10-13-30(7)22-18-27(4,24(32)33)15-14-26(22,3)16-17-29(20,30)6/h8,10,21-22H,9,11-18H2,1-7H3,(H,32,33)/t21-,22+,26+,27+,28+,29+,30-/m0/s1
• InChI Key: LNNTYNWJFLIALA-VZJYYLGYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₄O₃
• Molecular Weight: 452.70 g/mol
• Exact Mass: 452.32904526 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 7.36
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9961	99.61%
Caco-2	+	0.5208	52.08%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.9052	90.52%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8978	89.78%
OATP1B3 inhibitior	+	0.8126	81.26%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	+	0.6500	65.00%
BSEP inhibitior	+	0.9368	93.68%
P-glycoprotein inhibitior	-	0.4634	46.34%
P-glycoprotein substrate	-	0.7229	72.29%
CYP3A4 substrate	+	0.6055	60.55%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8844	88.44%
CYP3A4 inhibition	-	0.8315	83.15%
CYP2C9 inhibition	-	0.8584	85.84%
CYP2C19 inhibition	-	0.8273	82.73%
CYP2D6 inhibition	-	0.9514	95.14%
CYP1A2 inhibition	-	0.8772	87.72%
CYP2C8 inhibition	+	0.4600	46.00%
CYP inhibitory promiscuity	-	0.9345	93.45%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5882	58.82%
Eye corrosion	-	0.9942	99.42%
Eye irritation	-	0.9356	93.56%
Skin irritation	+	0.6222	62.22%
Skin corrosion	-	0.9601	96.01%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4068	40.68%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	+	0.5846	58.46%
Respiratory toxicity	+	0.6222	62.22%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.6893	68.93%
Acute Oral Toxicity (c)	III	0.7802	78.02%
Estrogen receptor binding	+	0.7060	70.60%
Androgen receptor binding	+	0.6662	66.62%
Thyroid receptor binding	+	0.7238	72.38%
Glucocorticoid receptor binding	+	0.7966	79.66%
Aromatase binding	+	0.7191	71.91%
PPAR gamma	+	0.6993	69.93%
Honey bee toxicity	-	0.8396	83.96%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6634	66.34%
Fish aquatic toxicity	+	1.0000	100.00%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.35%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.57%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.19%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.76%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	88.01%	90.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.92%	99.23%
CHEMBL2581	P07339	Cathepsin D	87.56%	98.95%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	82.52%	94.78%

Plants that contains it

• Lagenaria siceraria
• Momordica charantia

Cross-Links

• PubChem: 163038008
• LOTUS: LTS0268316
• wikiData: Q105154412