Papyriogenin D

Details

• Internal ID: 612bdae3-8e8c-4c29-bc68-96578f9ff485
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (3R,4aR,6aR,6aS,6bR,8aR,12aS)-3-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-10-oxo-3,4,5,6,6a,7,8,8a,11,12-decahydro-1H-picene-4a-carboxylic acid
• SMILES (Canonical): CC1(CC2=C3C=CC4C5(CCC(=O)C(C5CCC4(C3(CCC2(CC1O)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@@H](C[C@@]5(CC[C@]43C)C(=O)O)O)(C)C)C)(C)C
• InChI: InChI=1S/C30H44O4/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/h8-9,20-21,23,32H,10-17H2,1-7H3,(H,33,34)/t20-,21+,23+,27-,28+,29+,30+/m0/s1
• InChI Key: NOLMPTYBPSBINV-RFEXVSFKSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₄O₄
• Molecular Weight: 468.70 g/mol
• Exact Mass: 468.32395988 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 5.50
• Atomic LogP (AlogP): 6.33
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• NSC784868
• NSC-784868
• 73341-64-7

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9930	99.30%
Caco-2	-	0.5775	57.75%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8912	89.12%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8475	84.75%
OATP1B3 inhibitior	-	0.5698	56.98%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5321	53.21%
BSEP inhibitior	+	0.8268	82.68%
P-glycoprotein inhibitior	-	0.6323	63.23%
P-glycoprotein substrate	-	0.6175	61.75%
CYP3A4 substrate	+	0.6638	66.38%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8814	88.14%
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	-	0.5600	56.00%
CYP inhibitory promiscuity	-	0.9544	95.44%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6941	69.41%
Eye corrosion	-	0.9945	99.45%
Eye irritation	-	0.9380	93.80%
Skin irritation	+	0.6462	64.62%
Skin corrosion	-	0.9582	95.82%
Ames mutagenesis	-	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5393	53.93%
Micronuclear	-	0.7600	76.00%
Hepatotoxicity	-	0.5467	54.67%
skin sensitisation	+	0.5247	52.47%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.7291	72.91%
Acute Oral Toxicity (c)	III	0.8402	84.02%
Estrogen receptor binding	+	0.7430	74.30%
Androgen receptor binding	+	0.6817	68.17%
Thyroid receptor binding	+	0.7091	70.91%
Glucocorticoid receptor binding	+	0.8247	82.47%
Aromatase binding	+	0.7620	76.20%
PPAR gamma	+	0.6939	69.39%
Honey bee toxicity	-	0.8603	86.03%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.6900	69.00%
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	96.85%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	96.63%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.67%	96.09%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	88.36%	93.03%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.34%	99.23%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.82%	95.56%
CHEMBL2581	P07339	Cathepsin D	87.26%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.24%	94.45%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.99%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.75%	93.00%
CHEMBL2001	Q9H244	Purinergic receptor P2Y12	81.59%	96.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.56%	90.71%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	81.01%	82.69%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	80.68%	96.38%
CHEMBL340	P08684	Cytochrome P450 3A4	80.49%	91.19%

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: 101277260
• NPASS: NPC251881
• LOTUS: LTS0012406
• wikiData: Q105182629