Papyriogenin A

Details

• Internal ID: 78554871-5f14-48ba-b1b5-a546c3987a99
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (4aR,6aR,6aS,6bR,8aR,12aS)-2,2,6a,6b,9,9,12a-heptamethyl-3,10-dioxo-1,4,5,6,6a,7,8,8a,11,12-decahydropicene-4a-carboxylic acid
• SMILES (Canonical): CC1(CC2=C3C=CC4C5(CCC(=O)C(C5CCC4(C3(CCC2(CC1=O)C(=O)O)C)C)(C)C)C)C
• SMILES (Isomeric): C[C@]12CCC(=O)C([C@@H]1CC[C@@]3([C@@H]2C=CC4=C5CC(C(=O)C[C@@]5(CC[C@]43C)C(=O)O)(C)C)C)(C)C
• InChI: InChI=1S/C30H42O4/c1-25(2)16-19-18-8-9-21-27(5)12-11-22(31)26(3,4)20(27)10-13-29(21,7)28(18,6)14-15-30(19,24(33)34)17-23(25)32/h8-9,20-21H,10-17H2,1-7H3,(H,33,34)/t20-,21+,27-,28+,29+,30+/m0/s1
• InChI Key: ZVVPEBOPTVRCNV-VNPBPMLNSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₂O₄
• Molecular Weight: 466.70 g/mol
• Exact Mass: 466.30830982 g/mol
• Topological Polar Surface Area (TPSA): 71.40 Ų
• XlogP: 5.20
• Atomic LogP (AlogP): 6.54
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 59076-79-8
• (4aR,6aR,6aS,6bR,8aR,12aS)-2,2,6a,6b,9,9,12a-heptamethyl-3,10-dioxo-1,4,5,6,6a,7,8,8a,11,12-decahydropicene-4a-carboxylic acid
• Oleana-11,13(18)-dien-18-oic acid, 3,21-dioxo
• Oleana-11,13(18)-dien-28-oic acid, 3,21-dioxo-
• MS8J52AJZ4
• DTXSID90207804
• C30H42O4
• NSC784866
• C30-H42-O4
• NSC-784866
• 3,21-Dioxooleana-11,13(18)-dien-28-oic acid
• (4aR,6aR,6aS,6bR,8aR,12aS)-2,2,6a,6b,9,9,12a-heptamethyl-3,10-dioxo-1,4,5,6,6a,7,8,8a,11,12-decahydropicene-4a-carboxylicacid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9932	99.32%
Caco-2	-	0.5966	59.66%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.9053	90.53%
OATP2B1 inhibitior	-	0.8614	86.14%
OATP1B1 inhibitior	+	0.8405	84.05%
OATP1B3 inhibitior	-	0.5314	53.14%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	+	0.5679	56.79%
BSEP inhibitior	+	0.9588	95.88%
P-glycoprotein inhibitior	-	0.4600	46.00%
P-glycoprotein substrate	-	0.6720	67.20%
CYP3A4 substrate	+	0.6385	63.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8877	88.77%
CYP3A4 inhibition	-	0.8325	83.25%
CYP2C9 inhibition	-	0.9035	90.35%
CYP2C19 inhibition	-	0.9337	93.37%
CYP2D6 inhibition	-	0.9555	95.55%
CYP1A2 inhibition	-	0.8438	84.38%
CYP2C8 inhibition	-	0.5606	56.06%
CYP inhibitory promiscuity	-	0.9544	95.44%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6764	67.64%
Eye corrosion	-	0.9943	99.43%
Eye irritation	-	0.9010	90.10%
Skin irritation	+	0.6407	64.07%
Skin corrosion	-	0.9597	95.97%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4920	49.20%
Micronuclear	-	0.7400	74.00%
Hepatotoxicity	-	0.5176	51.76%
skin sensitisation	+	0.5363	53.63%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5795	57.95%
Acute Oral Toxicity (c)	III	0.8104	81.04%
Estrogen receptor binding	+	0.7777	77.77%
Androgen receptor binding	+	0.6745	67.45%
Thyroid receptor binding	+	0.7736	77.36%
Glucocorticoid receptor binding	+	0.8071	80.71%
Aromatase binding	+	0.7572	75.72%
PPAR gamma	+	0.7513	75.13%
Honey bee toxicity	-	0.8719	87.19%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.7200	72.00%
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
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.77%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.35%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.70%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.20%	96.09%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.38%	99.23%
CHEMBL221	P23219	Cyclooxygenase-1	86.60%	90.17%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.44%	97.25%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	84.31%	93.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.78%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.56%	86.33%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.49%	100.00%
CHEMBL1907	P15144	Aminopeptidase N	81.93%	93.31%
CHEMBL340	P08684	Cytochrome P450 3A4	81.57%	91.19%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	80.81%	96.00%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	80.61%	93.03%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.38%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.22%	90.71%

Plants that contains it

• Amelanchier ovalis
• Anisodus tanguticus
• Aster ageratoides
• Calea pilosa
• Callerya cinerea
• Carlina acanthifolia
• Cineraria geifolia
• Delphinium cashmerianum
• Eriolarynx australis
• Guarea guidonia
• Gymnosporia acuminata
• Halocarpus biformis
• Heuchera cylindrica
• Lawrencella davenportii
• Mussaenda parviflora
• Nepeta multifida
• Osmanthus heterophyllus
• Petrorhagia dubia
• Pilocarpus spicatus
• Piper sanctum
• Plectranthus purpuratus
• Pluchea sagittalis
• Prunus lusitanica
• Ranunculus acris
• Senecio squalidus subsp. rupestris
• Stevia connata
• Tephrosia pumila
• Tephrosia vogelii
• Tetrapanax papyrifer
• Thaminophyllum multiflorum
• Vicia benghalensis
• Walsura tubulata

Cross-Links

• PubChem: 3081523
• NPASS: NPC290924
• LOTUS: LTS0114998
• wikiData: Q83081804