Triptocalline A

Details

• Internal ID: 07f51bc5-6416-47de-8502-a4a93bff2284
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Cyclic ketones > Cyclohexenones
• IUPAC Name: (2R,4S,4aR,6aS,6aR,6bS,11S,12aS,14aS,14bS)-4,11-dihydroxy-2,4a,6a,6a,9,14a-hexamethyl-1,2,4,5,6,6b,7,8,11,12,12a,13,14,14b-tetradecahydropicene-3,10-dione
• SMILES (Canonical): CC1CC2C(CCC3(C2(CCC4(C3CCC5=C(C(=O)C(CC54)O)C)C)C)C)(C(C1=O)O)C
• SMILES (Isomeric): C[C@@H]1C[C@@H]2[C@@](CC[C@]3([C@]2(CC[C@@]4([C@@H]3CCC5=C(C(=O)[C@H](C[C@H]54)O)C)C)C)C)([C@@H](C1=O)O)C
• InChI: InChI=1S/C28H42O4/c1-15-13-21-26(4,24(32)22(15)30)10-12-27(5)20-8-7-17-16(2)23(31)19(29)14-18(17)25(20,3)9-11-28(21,27)6/h15,18-21,24,29,32H,7-14H2,1-6H3/t15-,18-,19+,20+,21-,24-,25+,26-,27-,28+/m1/s1
• InChI Key: UUGCGHAFZPEHIC-OIOGIDCRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₂O₄
• Molecular Weight: 442.60 g/mol
• Exact Mass: 442.30830982 g/mol
• Topological Polar Surface Area (TPSA): 74.60 Ų
• XlogP: 5.10
• Atomic LogP (AlogP): 4.86
• H-Bond Acceptor: 4
• H-Bond Donor: 2
• Rotatable Bonds: 0

Synonyms

• 201534-10-3
• (2R,4S,4aR,6aS,6aR,6bS,11S,12aS,14aS,14bS)-4,11-dihydroxy-2,4a,6a,6a,9,14a-hexamethyl-1,2,4,5,6,6b,7,8,11,12,12a,13,14,14b-tetradecahydropicene-3,10-dione
• D02DYB
• SCHEMBL22861904
• DTXSID101112487
• AKOS040762454
• (2beta,8alpha,9beta,10alpha,13alpha,14beta,20beta,22beta)-2,22-Dihydroxy-9,13-dimethyl-24,25,26,30-tetranorolean-4-ene-3,21-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9930	99.30%
Caco-2	-	0.5222	52.22%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8467	84.67%
OATP2B1 inhibitior	-	0.7211	72.11%
OATP1B1 inhibitior	+	0.8900	89.00%
OATP1B3 inhibitior	+	0.8800	88.00%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	+	0.6158	61.58%
BSEP inhibitior	+	0.8370	83.70%
P-glycoprotein inhibitior	-	0.5630	56.30%
P-glycoprotein substrate	-	0.7619	76.19%
CYP3A4 substrate	+	0.6705	67.05%
CYP2C9 substrate	+	1.0000	100.00%
CYP2D6 substrate	-	0.8653	86.53%
CYP3A4 inhibition	-	0.7448	74.48%
CYP2C9 inhibition	-	0.9102	91.02%
CYP2C19 inhibition	-	0.9004	90.04%
CYP2D6 inhibition	-	0.9406	94.06%
CYP1A2 inhibition	-	0.9176	91.76%
CYP2C8 inhibition	-	0.7573	75.73%
CYP inhibitory promiscuity	-	0.9554	95.54%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6349	63.49%
Eye corrosion	-	0.9938	99.38%
Eye irritation	-	0.9116	91.16%
Skin irritation	+	0.6753	67.53%
Skin corrosion	-	0.9501	95.01%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7678	76.78%
Micronuclear	-	0.8400	84.00%
Hepatotoxicity	-	0.5801	58.01%
skin sensitisation	-	0.6851	68.51%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.9444	94.44%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	+	0.5454	54.54%
Acute Oral Toxicity (c)	III	0.4985	49.85%
Estrogen receptor binding	+	0.7490	74.90%
Androgen receptor binding	+	0.7583	75.83%
Thyroid receptor binding	+	0.7268	72.68%
Glucocorticoid receptor binding	+	0.7400	74.00%
Aromatase binding	+	0.7494	74.94%
PPAR gamma	-	0.5075	50.75%
Honey bee toxicity	-	0.8424	84.24%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.9916	99.16%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.53%	95.56%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.52%	97.25%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	88.70%	82.69%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.64%	100.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.14%	97.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.15%	92.94%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	86.30%	96.38%
CHEMBL1871	P10275	Androgen Receptor	85.28%	96.43%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	84.23%	93.03%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.11%	96.09%
CHEMBL4803	P29474	Nitric-oxide synthase, endothelial	82.81%	86.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.30%	94.45%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.06%	93.00%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.90%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	80.86%	91.49%
CHEMBL2581	P07339	Cathepsin D	80.48%	98.95%

Plants that contains it

• Adenopeltis serrata
• Bituminaria bituminosa
• Centaurea seridis
• Chrozophora tinctoria
• Cneorum pulverulentum
• Dalbergia stipulacea
• Delphinium ajacis
• Elaeagnus commutata
• Eucalyptus flocktoniae
• Flindersia brayleyana
• Heracleum sphondylium
• Jungermannia obovata
• Kummerowia striata
• Mascarenhasia arborescens
• Meconopsis napaulensis
• Merremia umbellata
• Millettia conraui
• Palafoxia rosea
• Pedicularis condensata
• Perityle vaseyi
• Phoebe formosana
• Piloselloides hirsuta
• Plectranthus garckeanus
• Porella swartziana
• Quercus mongolica
• Rheum webbianum
• Salacia chinensis
• Salvia coulteri
• Satureja cuneifolia
• Senecio flavus
• Sida cordifolia
• Solanum sisymbriifolium
• Thymbra spicata
• Tripterygium doianum
• Tripterygium wilfordii
• Turraeanthus mannii

Cross-Links

• PubChem: 44559634
• NPASS: NPC230387
• ChEMBL: CHEMBL452498
• LOTUS: LTS0173855
• wikiData: Q105279309