Intybin

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	6f6af76e-ff06-497c-abf0-9715e30b4d29
Taxonomy	Benzenoids > Phenols > 1-hydroxy-2-unsubstituted benzenoids
IUPAC Name	[(3aR,4S,9aS,9bR)-4-hydroxy-6-methyl-3-methylidene-2,7-dioxo-4,5,9a,9b-tetrahydro-3aH-azuleno[8,7-b]furan-9-yl]methyl 2-(4-hydroxyphenyl)acetate
SMILES (Canonical)	CC1=C2C(C3C(C(C1)O)C(=C)C(=O)O3)C(=CC2=O)COC(=O)CC4=CC=C(C=C4)O
SMILES (Isomeric)	CC1=C2[C@@H]([C@@H]3[C@@H]([C@H](C1)O)C(=C)C(=O)O3)C(=CC2=O)COC(=O)CC4=CC=C(C=C4)O
InChI	InChI=1S/C23H22O7/c1-11-7-16(25)20-12(2)23(28)30-22(20)21-14(9-17(26)19(11)21)10-29-18(27)8-13-3-5-15(24)6-4-13/h3-6,9,16,20-22,24-25H,2,7-8,10H2,1H3/t16-,20+,21-,22-/m0/s1
InChI Key	QCDLLIUTDGNCPO-AEMJNJESSA-N
Popularity	15 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₃H₂₂O₇
Molecular Weight	410.40 g/mol
Exact Mass	410.13655304 g/mol
Topological Polar Surface Area (TPSA)	110.00 Å²
XlogP	1.10
Atomic LogP (AlogP)	1.78
H-Bond Acceptor	7
H-Bond Donor	2
Rotatable Bonds	4

Synonyms

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6466-74-6

SKG846KJ3G

[(3aR,4S,9aS,9bR)-4-hydroxy-6-methyl-3-methylidene-2,7-dioxo-4,5,9a,9b-tetrahydro-3aH-azuleno[8,7-b]furan-9-yl]methyl 2-(4-hydroxyphenyl)acetate

Lactucopicrin3,3a,4,5,9a,9b-hexahydro-4-hydroxy-9-(hydroxymethyl)-6-methyl-3-methyleneazuleno(4,5-b)furan-2,7-dione p-hydroxyphenylacetate hydrate

Lactucopicrin (Intybin)

UNII-SKG846KJ3G

DTXSID90983277

Q410052

[(3aR,4S,9aS,9bR)-4-hydroxy-6-methyl-3-methylidene-2,7-dioxo-4,5,9a,9b-tetrahydro-3aH-azuleno[8,7-b]furan-9-yl]methyl2-(4-hydroxyphenyl)acetate

4-Hydroxybenzeneacetic acid [[(3aR)-4beta-hydroxy-2,3,3abeta,4,5,7,9abeta,9balpha-octahydro-6-methyl-3-methylene-2,7-dioxoazuleno[4,5-b]furan]-9-yl]methyl ester

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	+	0.9931	99.31%
Caco-2	-	0.7946	79.46%
Blood Brain Barrier	-	0.5250	52.50%
Human oral bioavailability	-	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7240	72.40%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8498	84.98%
OATP1B3 inhibitior	+	0.9526	95.26%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.4539	45.39%
P-glycoprotein inhibitior	+	0.6530	65.30%
P-glycoprotein substrate	-	0.6009	60.09%
CYP3A4 substrate	+	0.6457	64.57%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8801	88.01%
CYP3A4 inhibition	-	0.6863	68.63%
CYP2C9 inhibition	-	0.6917	69.17%
CYP2C19 inhibition	-	0.6588	65.88%
CYP2D6 inhibition	-	0.8947	89.47%
CYP1A2 inhibition	-	0.5647	56.47%
CYP2C8 inhibition	+	0.5648	56.48%
CYP inhibitory promiscuity	-	0.6688	66.88%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5076	50.76%
Eye corrosion	-	0.9757	97.57%
Eye irritation	-	0.8987	89.87%
Skin irritation	-	0.7123	71.23%
Skin corrosion	-	0.9362	93.62%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5256	52.56%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.7423	74.23%
skin sensitisation	-	0.6815	68.15%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.7889	78.89%
Mitochondrial toxicity	+	0.7625	76.25%
Nephrotoxicity	+	0.6066	60.66%
Acute Oral Toxicity (c)	III	0.4874	48.74%
Estrogen receptor binding	+	0.7643	76.43%
Androgen receptor binding	+	0.7175	71.75%
Thyroid receptor binding	-	0.6202	62.02%
Glucocorticoid receptor binding	+	0.7293	72.93%
Aromatase binding	-	0.5301	53.01%
PPAR gamma	+	0.7385	73.85%
Honey bee toxicity	-	0.7906	79.06%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.5250	52.50%
Fish aquatic toxicity	+	0.9958	99.58%

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
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.62%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.01%	94.45%
CHEMBL2581	P07339	Cathepsin D	94.17%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.03%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.29%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	90.28%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.59%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.21%	96.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	87.90%	95.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.82%	94.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	86.01%	99.17%
CHEMBL3401	O75469	Pregnane X receptor	84.18%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.57%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.32%	97.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	80.27%	95.89%

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.

Agathosma scaberula

Balanophora harlandii

Callitris drummondii

Capuronianthus mahafalensis

Cardiospermum grandiflorum