Paspaline

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	cf9a28bc-def8-4398-ac2c-1ef7962d53c5
Taxonomy	Organoheterocyclic compounds > Naphthopyrans
IUPAC Name	2-[(1S,2S,5S,7S,10S,11R,14S)-1,2,10-trimethyl-6-oxa-23-azahexacyclo[12.10.0.02,11.05,10.016,24.017,22]tetracosa-16(24),17,19,21-tetraen-7-yl]propan-2-ol
SMILES (Canonical)	CC12CCC(OC1CCC3(C2CCC4C3(C5=C(C4)C6=CC=CC=C6N5)C)C)C(C)(C)O
SMILES (Isomeric)	C[C@@]12CC[C@H](O[C@H]1CC[C@]3([C@H]2CC[C@@H]4[C@@]3(C5=C(C4)C6=CC=CC=C6N5)C)C)C(C)(C)O
InChI	InChI=1S/C28H39NO2/c1-25(2,30)22-12-14-26(3)21-11-10-17-16-19-18-8-6-7-9-20(18)29-24(19)28(17,5)27(21,4)15-13-23(26)31-22/h6-9,17,21-23,29-30H,10-16H2,1-5H3/t17-,21-,22-,23-,26-,27-,28+/m0/s1
InChI Key	WLAIEIMDXUAGPY-HSECPPETSA-N
Popularity	18 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₈H₃₉NO₂
Molecular Weight	421.60 g/mol
Exact Mass	421.298079487 g/mol
Topological Polar Surface Area (TPSA)	45.20 Å²
XlogP	6.30
Atomic LogP (AlogP)	6.13
H-Bond Acceptor	2
H-Bond Donor	2
Rotatable Bonds	1

Synonyms

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11024-56-9

3Q9SGU351D

2H-1-Benzopyrano(5',6':6,7)indeno(1,2-b)indole-2-methanol, 3,4,4a,4b,5,6,6a,7,12,12b,12c,13,14,14a-tetradecahydro-alpha,alpha,4a,12b,12c-pentamethyl-, (2S-(2alpha,4aalpha,4bbeta,6aalpha,12bbeta,12calpha,14abeta))-

(-)-paspaline

2-[(1S,2S,5S,7S,10S,11R,14S)-1,2,10-trimethyl-6-oxa-23-azahexacyclo[12.10.0.02,11.05,10.016,24.017,22]tetracosa-16(24),17,19,21-tetraen-7-yl]propan-2-ol

C28H39NO2

C28-H39-N-O2

UNII-3Q9SGU351D

CHEMBL2408947

DTXSID70911553

There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9901	99.01%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.6629	66.29%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.5803	58.03%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.8486	84.86%
OATP1B3 inhibitior	+	0.9311	93.11%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9818	98.18%
P-glycoprotein inhibitior	+	0.6246	62.46%
P-glycoprotein substrate	-	0.5356	53.56%
CYP3A4 substrate	+	0.6818	68.18%
CYP2C9 substrate	-	0.5905	59.05%
CYP2D6 substrate	-	0.6992	69.92%
CYP3A4 inhibition	-	0.7867	78.67%
CYP2C9 inhibition	-	0.8643	86.43%
CYP2C19 inhibition	-	0.7116	71.16%
CYP2D6 inhibition	-	0.8819	88.19%
CYP1A2 inhibition	+	0.5352	53.52%
CYP2C8 inhibition	+	0.6543	65.43%
CYP inhibitory promiscuity	-	0.5072	50.72%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.6026	60.26%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9620	96.20%
Skin irritation	-	0.7719	77.19%
Skin corrosion	-	0.9331	93.31%
Ames mutagenesis	-	0.6108	61.08%
Human Ether-a-go-go-Related Gene inhibition	+	0.8100	81.00%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	-	0.6716	67.16%
skin sensitisation	-	0.7888	78.88%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	-	0.8040	80.40%
Acute Oral Toxicity (c)	III	0.6169	61.69%
Estrogen receptor binding	+	0.9142	91.42%
Androgen receptor binding	+	0.6561	65.61%
Thyroid receptor binding	+	0.7281	72.81%
Glucocorticoid receptor binding	+	0.7984	79.84%
Aromatase binding	+	0.8268	82.68%
PPAR gamma	+	0.6475	64.75%
Honey bee toxicity	-	0.8811	88.11%
Biodegradation	-	0.9750	97.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9015	90.15%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	99.17%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.74%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.20%	95.56%
CHEMBL240	Q12809	HERG	94.39%	89.76%
CHEMBL253	P34972	Cannabinoid CB2 receptor	90.96%	97.25%
CHEMBL2581	P07339	Cathepsin D	90.14%	98.95%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.10%	97.09%
CHEMBL3310	Q96DB2	Histone deacetylase 11	89.52%	88.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.34%	96.09%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	88.31%	94.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.79%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.35%	95.89%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.46%	92.62%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	86.27%	85.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.22%	94.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	84.67%	94.23%
CHEMBL2959	Q08881	Tyrosine-protein kinase ITK/TSK	84.48%	95.00%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	84.06%	80.96%
CHEMBL3920	Q04759	Protein kinase C theta	83.89%	97.69%
CHEMBL5028	O14672	ADAM10	83.00%	97.50%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.62%	93.99%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	82.29%	96.39%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.30%	95.71%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.87%	100.00%
CHEMBL2535	P11166	Glucose transporter	80.39%	98.75%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.

Cassinia uncata

Filago congesta

Lolium perenne

Machilus obovatifolia

Ozothamnus diosmifolius

Plecostachys serpyllifolia

Podolepis rugata

Polycalymma stuartii