Pulcherrin I

Details

• Internal ID: bafff946-c25a-493d-94ef-e2eb8b2316fc
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Diterpenoids
• IUPAC Name: [(4aR,5R,6aS,7R,11aS,11bR)-4a-hydroxy-4,4,7,11b-tetramethyl-2,3,5,6,6a,7,11,11a-octahydro-1H-naphtho[2,1-f][1]benzofuran-5-yl] benzoate
• SMILES (Canonical): CC1C2CC(C3(C(CCCC3(C2CC4=C1C=CO4)C)(C)C)O)OC(=O)C5=CC=CC=C5
• SMILES (Isomeric): C[C@@H]1[C@@H]2C[C@H]([C@@]3([C@@]([C@H]2CC4=C1C=CO4)(CCCC3(C)C)C)O)OC(=O)C5=CC=CC=C5
• InChI: InChI=1S/C27H34O4/c1-17-19-11-14-30-22(19)16-21-20(17)15-23(31-24(28)18-9-6-5-7-10-18)27(29)25(2,3)12-8-13-26(21,27)4/h5-7,9-11,14,17,20-21,23,29H,8,12-13,15-16H2,1-4H3/t17-,20-,21-,23+,26+,27+/m0/s1
• InChI Key: ZZXWDPBNAKZNOO-UQTXWCEZSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₇H₃₄O₄
• Molecular Weight: 422.60 g/mol
• Exact Mass: 422.24570956 g/mol
• Topological Polar Surface Area (TPSA): 59.70 Ų
• XlogP: 6.00
• Atomic LogP (AlogP): 5.75
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9860	98.60%
Caco-2	+	0.6603	66.03%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8220	82.20%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8571	85.71%
OATP1B3 inhibitior	+	0.8333	83.33%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.5821	58.21%
BSEP inhibitior	+	0.6130	61.30%
P-glycoprotein inhibitior	+	0.6155	61.55%
P-glycoprotein substrate	-	0.6439	64.39%
CYP3A4 substrate	+	0.6960	69.60%
CYP2C9 substrate	-	0.8007	80.07%
CYP2D6 substrate	-	0.8337	83.37%
CYP3A4 inhibition	+	0.5000	50.00%
CYP2C9 inhibition	-	0.6158	61.58%
CYP2C19 inhibition	-	0.5191	51.91%
CYP2D6 inhibition	-	0.9283	92.83%
CYP1A2 inhibition	+	0.5684	56.84%
CYP2C8 inhibition	+	0.6481	64.81%
CYP inhibitory promiscuity	-	0.8506	85.06%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6061	60.61%
Eye corrosion	-	0.9936	99.36%
Eye irritation	-	0.9651	96.51%
Skin irritation	-	0.6469	64.69%
Skin corrosion	-	0.9380	93.80%
Ames mutagenesis	-	0.7170	71.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8862	88.62%
Micronuclear	-	0.8000	80.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8961	89.61%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8448	84.48%
Acute Oral Toxicity (c)	III	0.5402	54.02%
Estrogen receptor binding	+	0.7728	77.28%
Androgen receptor binding	+	0.7188	71.88%
Thyroid receptor binding	+	0.6392	63.92%
Glucocorticoid receptor binding	+	0.8153	81.53%
Aromatase binding	+	0.7617	76.17%
PPAR gamma	+	0.5916	59.16%
Honey bee toxicity	-	0.8146	81.46%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5800	58.00%
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
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.85%	96.09%
CHEMBL240	Q12809	HERG	95.29%	89.76%
CHEMBL1293249	Q13887	Kruppel-like factor 5	94.52%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.93%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.55%	99.23%
CHEMBL2581	P07339	Cathepsin D	90.31%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.61%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	86.13%	90.17%
CHEMBL1951	P21397	Monoamine oxidase A	83.75%	91.49%
CHEMBL2095172	P14867	GABA-A receptor; alpha-1/beta-2/gamma-2	83.34%	92.67%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.00%	89.00%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.37%	100.00%
CHEMBL4208	P20618	Proteasome component C5	81.12%	90.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	80.98%	97.25%
CHEMBL5028	O14672	ADAM10	80.58%	97.50%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.30%	93.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.03%	97.09%

Plants that contains it

• Aeschynanthus pulcher
• Betula papyrifera
• Boronia alata
• Caesalpinia pulcherrima
• Cinnamomum philippinense
• Coronilla cretica
• Cryptochilus siamensis
• Cyperus capitatus
• Delphinium tricorne
• Ephedra altissima
• Erica cinerea
• Gymnosporia emarginata
• Haemanthus albiflos
• Helleborus viridis
• Hordeum bulbosum
• Iris sibirica
• Isolona pilosa
• Jatropha gossypiifolia
• Lepidaploa aurea
• Litsea nitida
• Lobelia langeana
• Magnolia henryi
• Micromelum minutum
• Peltophorum dubium
• Prunus pseudocerasus
• Salvia miniata
• Sibiraea angustata
• Tamarix dioica
• Tripterygium wilfordii
• Valeriana officinalis
• Xanthium spinosum subsp. spinosum

Cross-Links

• PubChem: 54597567
• NPASS: NPC34687
• LOTUS: LTS0114183
• wikiData: Q105387182