(1S,2R,4aS,6aR,6aS,6bR,8aS,9R,10R,11R,12aR,14bS)-10,11-dihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid

Details

• Internal ID: c1cf5bd5-f1eb-48f1-ac8c-0bbcbd66202a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
• IUPAC Name: (1S,2R,4aS,6aR,6aS,6bR,8aS,9R,10R,11R,12aR,14bS)-10,11-dihydroxy-9-(hydroxymethyl)-1,2,6a,6b,9,12a-hexamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid
• SMILES (Canonical): CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CC(C(C5(C)CO)O)O)C)C)C2C1C)C)C(=O)O
• SMILES (Isomeric): C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@H]5[C@@]4(C[C@H]([C@@H]([C@@]5(C)CO)O)O)C)C)[C@@H]2[C@H]1C)C)C(=O)O
• InChI: InChI=1S/C30H48O5/c1-17-9-12-30(25(34)35)14-13-28(5)19(23(30)18(17)2)7-8-22-26(3)15-20(32)24(33)27(4,16-31)21(26)10-11-29(22,28)6/h7,17-18,20-24,31-33H,8-16H2,1-6H3,(H,34,35)/t17-,18+,20-,21+,22-,23+,24+,26+,27+,28-,29-,30+/m1/s1
• InChI Key: JXSVIVRDWWRQRT-LBWJMHIJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₄₈O₅
• Molecular Weight: 488.70 g/mol
• Exact Mass: 488.35017463 g/mol
• Topological Polar Surface Area (TPSA): 98.00 Ų
• XlogP: 5.70
• Atomic LogP (AlogP): 5.03
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9593	95.93%
Caco-2	-	0.5757	57.57%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8349	83.49%
OATP2B1 inhibitior	-	0.5715	57.15%
OATP1B1 inhibitior	+	0.9218	92.18%
OATP1B3 inhibitior	-	0.5699	56.99%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6449	64.49%
BSEP inhibitior	+	0.7831	78.31%
P-glycoprotein inhibitior	-	0.8263	82.63%
P-glycoprotein substrate	-	0.6334	63.34%
CYP3A4 substrate	+	0.6651	66.51%
CYP2C9 substrate	-	0.8196	81.96%
CYP2D6 substrate	-	0.8603	86.03%
CYP3A4 inhibition	-	0.8895	88.95%
CYP2C9 inhibition	-	0.9070	90.70%
CYP2C19 inhibition	-	0.9025	90.25%
CYP2D6 inhibition	-	0.9444	94.44%
CYP1A2 inhibition	-	0.9045	90.45%
CYP2C8 inhibition	+	0.5211	52.11%
CYP inhibitory promiscuity	-	0.9619	96.19%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.7225	72.25%
Eye corrosion	-	0.9935	99.35%
Eye irritation	-	0.9385	93.85%
Skin irritation	+	0.5559	55.59%
Skin corrosion	-	0.9587	95.87%
Ames mutagenesis	-	0.8800	88.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4406	44.06%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6644	66.44%
skin sensitisation	-	0.8957	89.57%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	+	0.5052	50.52%
Acute Oral Toxicity (c)	III	0.7783	77.83%
Estrogen receptor binding	+	0.6767	67.67%
Androgen receptor binding	+	0.7618	76.18%
Thyroid receptor binding	+	0.5693	56.93%
Glucocorticoid receptor binding	+	0.7338	73.38%
Aromatase binding	+	0.6558	65.58%
PPAR gamma	+	0.5283	52.83%
Honey bee toxicity	-	0.8799	87.99%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.9813	98.13%

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	93.40%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.82%	95.56%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.81%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.38%	97.09%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.48%	100.00%
CHEMBL2581	P07339	Cathepsin D	80.68%	98.95%
CHEMBL2916	O14746	Telomerase reverse transcriptase	80.62%	90.00%

Plants that contains it

• Achillea clypeolata
• Aglaia elaeagnoidea
• Aristolochia littoralis
• Astragalus gummifer
• Athanasia crithmifolia
• Baccharis sarothroides
• Berberis julianae
• Bridelia ferruginea
• Bystropogon origanifolius
• Capparis flavicans
• Cardamine heptaphylla
• Cardiospermum halicacabum
• Centaurea nigrescens
• Centella asiatica
• Cerbera odollam
• Cirsium japonicum
• Cneorum pulverulentum
• Codonocarpus attenuatus
• Coreopsis fasciculata
• Crateva magna
• Crepis foetida
• Crinum viviparum
• Cuphea carthagenensis
• Cymbopogon jwarancusa subsp. olivieri
• Dioscoreophyllum cumminsii
• Diospyros dendo
• Diospyros verrucosa
• Dorstenia lindeniana
• Erigeron canadensis
• Euonymus nanoides
• Euphorbia segetalis
• Garcinia celebica
• Heptapleurum heptaphyllum
• Ipomoea hederacea
• Isodon flexicaulis
• Jacobaea subalpina
• Malus sieboldii
• Micranthes stellaris
• Narcissus tazetta
• Nepeta multifida
• Oxytropis pseudoglandulosa
• Ozoroa insignis
• Parastrephia lepidophylla
• Pedicularis plicata
• Penstemon secundiflorus
• Phedimus kamtschaticus
• Phlogacanthus thyrsiformis
• Phytolacca acinosa
• Piper arboreum
• Pleogyne australis
• Podophyllum grayi
• Polygala amara
• Pouzolzia occidentalis
• Primula veris
• Punica granatum
• Pyrola decorata
• Quercus serrata
• Rubus allegheniensis
• Ruta microcarpa
• Salvia abrotanoides
• Selinum carvifolium
• Sidastrum multiflorum
• Solanum tuberosum
• Sonchus gummifer
• Stephania longa
• Stephania sutchuenensis
• Swertia japonica
• Syncolostemon parviflorus
• Tetraneuris acaulis
• Thuja plicata
• Triglochin maritima
• Unonopsis glaucopetala
• Urtica triangularis
• Vaccaria hispanica
• Xyris capensis var. capensis
• Zanthoxylum schreberi
• Zieria smithii

Cross-Links

• PubChem: 51531959
• NPASS: NPC189224
• LOTUS: LTS0066543
• wikiData: Q105136769