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

Details

• Internal ID: 6c9a101d-1310-47b3-9e49-23fd4b4c3ffe
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (4aR,6aR,6bS,8aR,11S,12aS,14aR,14bR)-11-(hydroxymethyl)-4,4,6a,6b,8a,11,14b-heptamethyl-1,2,4a,5,6,7,8,10,12,12a,14,14a-dodecahydropicene-3,9-dione
• SMILES (Canonical): CC1(C2CCC3(C(C2(CCC1=O)C)CC=C4C3(CCC5(C4CC(CC5=O)(C)CO)C)C)C)C
• SMILES (Isomeric): C[C@]12CCC(=O)C([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4C[C@](CC5=O)(C)CO)C)C)C)(C)C
• InChI: InChI=1S/C30H46O3/c1-25(2)21-10-13-30(7)22(28(21,5)12-11-23(25)32)9-8-19-20-16-26(3,18-31)17-24(33)27(20,4)14-15-29(19,30)6/h8,20-22,31H,9-18H2,1-7H3/t20-,21-,22+,26-,27+,28-,29+,30+/m0/s1
• InChI Key: GVOFIGWOLWRNLL-FVNQPQDNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₆O₃
• Molecular Weight: 454.70 g/mol
• Exact Mass: 454.34469533 g/mol
• Topological Polar Surface Area (TPSA): 54.40 Ų
• XlogP: 5.60
• Atomic LogP (AlogP): 6.53
• H-Bond Acceptor: 3
• 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	+	1.0000	100.00%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8980	89.80%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8813	88.13%
OATP1B3 inhibitior	+	0.9150	91.50%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.5780	57.80%
BSEP inhibitior	+	0.8854	88.54%
P-glycoprotein inhibitior	-	0.5530	55.30%
P-glycoprotein substrate	-	0.7822	78.22%
CYP3A4 substrate	+	0.6433	64.33%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8045	80.45%
CYP3A4 inhibition	-	0.6484	64.84%
CYP2C9 inhibition	-	0.7992	79.92%
CYP2C19 inhibition	-	0.8804	88.04%
CYP2D6 inhibition	-	0.9362	93.62%
CYP1A2 inhibition	-	0.9084	90.84%
CYP2C8 inhibition	+	0.4700	47.00%
CYP inhibitory promiscuity	-	0.8599	85.99%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.6135	61.35%
Eye corrosion	-	0.9912	99.12%
Eye irritation	-	0.9448	94.48%
Skin irritation	-	0.6596	65.96%
Skin corrosion	-	0.9710	97.10%
Ames mutagenesis	-	0.7054	70.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.4404	44.04%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.9125	91.25%
skin sensitisation	-	0.6577	65.77%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.5250	52.50%
Nephrotoxicity	+	0.5413	54.13%
Acute Oral Toxicity (c)	III	0.7422	74.22%
Estrogen receptor binding	+	0.7503	75.03%
Androgen receptor binding	+	0.6804	68.04%
Thyroid receptor binding	+	0.6639	66.39%
Glucocorticoid receptor binding	+	0.8455	84.55%
Aromatase binding	+	0.7372	73.72%
PPAR gamma	+	0.6723	67.23%
Honey bee toxicity	-	0.8859	88.59%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9908	99.08%

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	94.96%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.93%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.22%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.60%	95.56%
CHEMBL1994	P08235	Mineralocorticoid receptor	87.96%	100.00%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	87.50%	82.69%
CHEMBL2581	P07339	Cathepsin D	86.04%	98.95%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.03%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.57%	94.45%

Plants that contains it

• Derris laxiflora

Cross-Links

• PubChem: 25156980
• LOTUS: LTS0221368
• wikiData: Q105021473