2,3,5,6,6a,7,9,9a,10,12,15,15b,15c,16,17,17a-Hexadecahydro-10,10,12,12,15b,15c-hexamethyl-2-(1-methylethenyl)-4bH-1-benzopyrano(5',6':6,7)indeno(1,2-b)pyrano(4',3':3,4)cyclopent(1,2-f)indole-3,4b,9-triol

Details

• Internal ID: c457a0e0-88e0-464a-bd3f-6c8b60ef3293
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (2S,3R,6S,8R,9R,12S,15S,21S,22R)-2,3,23,23,25,25-hexamethyl-8-prop-1-en-2-yl-7,24-dioxa-31-azaoctacyclo[15.14.0.02,15.03,12.06,11.018,30.020,28.022,27]hentriaconta-1(17),10,18,20(28),26,29-hexaene-9,12,21-triol
• SMILES (Canonical): CC(=C)C1C(C=C2C(O1)CCC3(C2(CCC4C3(C5=C(C4)C6=CC7=C(C=C6N5)C8=CC(OC(C8C7O)(C)C)(C)C)C)O)C)O
• SMILES (Isomeric): CC(=C)[C@@H]1[C@@H](C=C2[C@@H](O1)CC[C@]3([C@]2(CC[C@@H]4[C@@]3(C5=C(C4)C6=CC7=C(C=C6N5)C8=CC(OC([C@H]8[C@@H]7O)(C)C)(C)C)C)O)C)O
• InChI: InChI=1S/C37H47NO5/c1-18(2)31-27(39)16-25-28(42-31)10-11-35(7)36(8)19(9-12-37(25,35)41)13-23-21-14-22-20(15-26(21)38-32(23)36)24-17-33(3,4)43-34(5,6)29(24)30(22)40/h14-17,19,27-31,38-41H,1,9-13H2,2-8H3/t19-,27+,28-,29+,30+,31+,35+,36+,37+/m0/s1
• InChI Key: FYYNBFCZCKFSKS-QSDHUPEDSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₇H₄₇NO₅
• Molecular Weight: 585.80 g/mol
• Exact Mass: 585.34542360 g/mol
• Topological Polar Surface Area (TPSA): 94.90 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 6.19
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 1

Synonyms

• 73561-90-7
• 2,3,5,6,6a,7,9,9a,10,12,15,15b,15c,16,17,17a-Hexadecahydro-10,10,12,12,15b,15c-hexamethyl-2-(1-methylethenyl)-4bH-1-benzopyrano(5',6':6,7)indeno(1,2-b)pyrano(4',3':3,4)cyclopent(1,2-f)indole-3,4b,9-triol
• (2S,3R,6S,8R,9R,12S,15S,21S,22R)-2,3,23,23,25,25-hexamethyl-8-prop-1-en-2-yl-7,24-dioxa-31-azaoctacyclo[15.14.0.02,15.03,12.06,11.018,30.020,28.022,27]hentriaconta-1(17),10,18,20(28),26,29-hexaene-9,12,21-triol
• DTXSID90994343
• CHEBI:182938
• AKOS040752154
• C20600
• 10,10,12,12,15b,15c-Hexamethyl-2-(prop-1-en-2-yl)-2,3,5,6,6a,7,9,9a,10,12,15,15b,15c,16,17,17a-hexadecahydro-4bH-[1]benzopyrano[5',6':6,7]indeno[1,2-b]pyrano[4',3':3,4]cyclopenta[1,2-f]indole-3,4b,9-triol
• 4bH-1-Benzopyrano(5',6':6,7)indeno(1,2-b)pyrano(4',3':3,4)cyclopent(1,2-f)indole-3,4b,9-triol, 2,3,5,6,6a,7,9,9a,10,12,15,15b,15c,16,17,17a-hexadecahydro-10,10,12,12,15b,15c-hexamethyl-2-(1-methylethenyl)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9900	99.00%
Caco-2	-	0.7984	79.84%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.4716	47.16%
OATP2B1 inhibitior	-	0.8545	85.45%
OATP1B1 inhibitior	+	0.8443	84.43%
OATP1B3 inhibitior	+	0.9173	91.73%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8321	83.21%
BSEP inhibitior	+	0.9590	95.90%
P-glycoprotein inhibitior	+	0.7678	76.78%
P-glycoprotein substrate	+	0.7180	71.80%
CYP3A4 substrate	+	0.7123	71.23%
CYP2C9 substrate	-	0.8204	82.04%
CYP2D6 substrate	-	0.7499	74.99%
CYP3A4 inhibition	-	0.8728	87.28%
CYP2C9 inhibition	-	0.8773	87.73%
CYP2C19 inhibition	-	0.8540	85.40%
CYP2D6 inhibition	-	0.9095	90.95%
CYP1A2 inhibition	+	0.8362	83.62%
CYP2C8 inhibition	+	0.7399	73.99%
CYP inhibitory promiscuity	-	0.6491	64.91%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5100	51.00%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9138	91.38%
Skin irritation	-	0.6953	69.53%
Skin corrosion	-	0.9199	91.99%
Ames mutagenesis	-	0.5524	55.24%
Human Ether-a-go-go-Related Gene inhibition	-	0.5079	50.79%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.7912	79.12%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	+	0.4730	47.30%
Acute Oral Toxicity (c)	III	0.5472	54.72%
Estrogen receptor binding	+	0.8144	81.44%
Androgen receptor binding	+	0.7494	74.94%
Thyroid receptor binding	+	0.6475	64.75%
Glucocorticoid receptor binding	+	0.7790	77.90%
Aromatase binding	+	0.7429	74.29%
PPAR gamma	+	0.6976	69.76%
Honey bee toxicity	-	0.7437	74.37%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9846	98.46%

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	99.46%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.25%	96.09%
CHEMBL241	Q14432	Phosphodiesterase 3A	95.09%	92.94%
CHEMBL1806	P11388	DNA topoisomerase II alpha	93.80%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.67%	94.45%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	92.45%	80.96%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.20%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.02%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	92.01%	100.00%
CHEMBL1951	P21397	Monoamine oxidase A	89.75%	91.49%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.16%	94.80%
CHEMBL213	P08588	Beta-1 adrenergic receptor	88.45%	95.56%
CHEMBL2581	P07339	Cathepsin D	86.11%	98.95%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	86.09%	97.31%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.23%	95.56%
CHEMBL1937	Q92769	Histone deacetylase 2	83.94%	94.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.12%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.00%	86.33%
CHEMBL4530	P00488	Coagulation factor XIII	80.23%	96.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 156105
• LOTUS: LTS0128572
• wikiData: Q82985249